BACKGROUND ART Some peptide compounds have been known as described, for example, in EP 0 394 989 A2.

DISCLOSURE OF INVENTION This invention relates to new amide compounds.

One object of this invention is to provide the new and useful amide compounds and pharmaceutically acceptable salts thereof which possess a strong inhibitory activity on the production of nitric oxide (NO).

Another object of this invention is to provide a process for the preparation of the amide compounds and salts thereof.

A further object of this invention is to provide a pharmaceutical composition comprising said amide compound or a pharmaceutically acceptable salt thereof.

Still further object of this invention is to provide a use of said amide compounds or pharmaceutically acceptable salts thereof as a medicament for prophylactic and therapeutic treatment of NO-mediated diseases such as adult respiratory distress syndrome, cardiovascular ischemia, myocarditis, heart failure, synovitis, shock (e.g., septic shock, etc.), diabetes (e.g., insulin-dependent diabetes mellitus, etc.), diabetic nephropathy, diabetic retinopathy, diabetic neuropathy, glomerulonephritis, peptic ulcer, inflammatory bowel disease (e.g., ulcerative colitis, chronic colitis, etc.), cerebral infarction, cerebral ischemia, cerebral hemorrhage, migraine, rheumatoid arthritis, gout, neuritis, postherpetic neuralgia, osteoarthritis, osteoporosis, systemic lupus erythematosus, rejection by organ transplantation, asthma, metastasis, Alzheimer's disease, arthritis, CNS disorders, dermatitis, hepatitis, liver cirrhosis, multiple sclerosis, pancreatitis, atherosclerosis, and the like in human being and animals.

The object amide compounds of the present invention are novel and can be represented by the following general formula (I) wherein Ri is indolyl which may have a suitable substituent selected from the group consisting of lower alkyl, phenyl, halogen, lower alkoxy, and nitro, benzofuranyl, phenyl which may have one or two suitable substituent(s) selected from the group consisting of amino, acylamino, lower alkylamino, halogen, lower alkoxy and nitro, lower alkyl, quinoxalinyl, quinolyl, pyrrolyl, pyrimidinyl having benzofuranyl, benzimidazolyl, benzothienyl, benzothiazolyl, benzoxazolyl, indolinyl, anilino, phenylcarbamoyl or imidazolyl which may have one or two suitable substituent(s) selected from the group consisting of phenyl, lower alkyl and indolyl; R2 is hydrogen or phenyl(lower)alkyl; R4 is hydrogen, phenyl or pyridyl, each of which may have suitable substituent(s) selected from the group consisting of lower alkyl, lower alkoxy, lower alkylthio, halogen, trihalomethyl, nitro, cyano, imidazolyl, optionally protected hydroxy, acyl, amino, acylamino, diacylamino, di (lower) alkylamino, amino (lower) alkyl, acylamino (lower) alkyl, pyrazolyl, morpholinyl, piperidyl, triazolyl, lower alkoxy(lower)alkoxy, hydroxy(lower)alkyl, lower alkylpiperazinyl, phenyl and carboxy, quinolyl or 3,4-methylenedioxyphenyl; R5 is hydrogen, imidazolyl, phenyl, nitrophenyl, phenyl(lower)alkyl, optionally esterified carboxy or a group of the formula in which R7 and R8 are the same or different and each is hydrogen, phenyl, phenyl(lower)alkyl, lower alkyl or lower alkoxy; or R4 and R5 in combination form a group of the formula -CH=CH-CH=CH- Y is a group of the formula in which R3 is hydrogen or a group of the formula -(CH2)n-R6 in which R6 is optionally protected hydroxy, acyl, carboxy, acylamino, lower alkoxy, phenyl(lower)alkoxy, lower alkylthio, phenyl which may have a suitable substituent selected from the group consisting of lower alkoxy, halogen, amino, acylamino, diacylamino and nitro, pyridyl which may have a suitable substituent selected from the group consisting of lower alkoxy and halogen, pyrazinyl, pyrimidinyl, furyl, imidazolyl, naphthyl, N-(lower)- alkylindolyl or 3,4-methylenedioxyphenyl, and n is an integer of O to 3, or a group of the formula in which R" is phenyl, phenoxy or phenyl(lower)alkoxy; or R2 and R3 in combination form a group of the formula m is O or 1; and X is S or NR9 in which R9 is hydrogen, lower alkyl, cyclo(lower)alkyl or a group of the formula in which Rio is hydrogen, lower alkyl or lower alkoxy; or a pharmaceutically acceptable salt thereof, provided that the compound shown below is excluded: a compound of the formula wherein R" is indolyl or benzofuranyl; R2' is hydrogen, lower alkylthio(lower)alkyl or a group of the formula in which R5, is hydrogen, lower alkoxy or halogen; R3' is hydrogen, quinolyl or phenyl which may have a suitable substituent selected from the group consisting of lower alkyl, lower alkoxy, lower alkylthio and halogen; R4' is hydrogen or optionally esterified carboxy; and X' is S or NR6l in which R6' is hydrogen, lower alkyl or a group of the formula in which R7' is lower alkyl or lower alkoxy, and a pharmaceutically acceptable salt thereof.

Suitable pharmaceutically acceptable salts of the object compound (I) are conventional non-toxic salts and include, for example, a salt with a base or an acid addition salt such as a salt with an inorganic base, for example, an alkali metal salt (e.g., sodium salt, potassium salt, etc.), an alkaline earth metal salt (e.g., calcium salt, magnesium salt, etc.), an ammonium salt; a salt with an organic base, for example, an organic amine salt (e.g., triethylamine salt, pyridine salt, picoline salt, ethanolamine salt, triethanolamine salt, dicyclohexylamine salt, N,N'-dibenzylethylenediamine salt, etc.); an inorganic acid addition salt (e.g., hydrochloride, hydrobromide, sulfate, phosphate, etc.); an organic carboxylic or sulfonic acid addition salt (e.g., formate, acetate, trifluoroacetate, maleate, tartrate, citrate, fumarate, methanesulfonate, benzenesulfonate, toluenesulfonate, etc.); and a salt with a basic or acidic amino acid (e.g., arginine, aspartic acid, gultamic acid, etc.).

In the above and subsequent descriptions of the present specification, suitable examples and illustration of the various definitions which the present invention intends to include within the scope thereof are explained in detail as follows.

The term "lower" is used to intend a group having 1 to 6, preferably 1 to 4, carbon atom(s), unless otherwise provided.

Suitable "lower alkyl" and "lower alkyl moiety" in the terms "lower alkylthio", "lower alkylthio(lower)alkyl", "N-(lower)- alkylindolyl", "lower alkylamino", "di (lower)alkylamino", "phenyl (lower) alkyl", "amino (lower) alkyl'1, "acylamino (lower) alkyl", "hydroxy(lower)alkyl" and "lower alkylpiperazinyl" include straight or branched one having 1 to 6 carbon atom(s), such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, tert-pentyl and hexyl, in which more preferred one is C14 alkyl.

Suitable "lower alkoxy" and "lower alkoxy moiety" in the terms "lower alkoxy(lower)alkoxy" and "phenyl(lower)alkoxy" include, for example, methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, tert-butoxy, pentyloxy, tert-pentyloxy and hexyloxy, in which more preferred one is C1-C4 alkoxy.

Suitable "halogen" includes, for example, fluorine, bromine, chlorine and iodine.

"Optionally esterified carboxy" includes carboxy and esterified carboxy. Suitable examples of said ester include lower alkyl ester (e.g., methyl ester, ethyl ester, propyl ester, isopropyl ester, butyl ester, isobutyl ester, tert-butyl ester, pentyl ester, tert-pentyl ester, hexyl ester, etc.); lower alkenyl ester (e.g., vinyl ester, allyl ester, etc.); lower alkynyl ester (e.g., ethynyl ester, propynyl ester, etc.); lower alkoxy(lower)alkyl ester (e.g., methoxymethyl ester, ethoxymethyl ester, isopropoxymethyl ester, 1-methoxyethyl ester, 1-ethoxyethyl ester, etc.); mono(or di or tri)- aryl(lower)alkyl ester, for example, mono(or di or tri)phenyl(lower)- alkyl ester which may have one or more suitable substituent(s) [e.g., benzyl ester, 4-methoxybenzyl ester, 4-nitrobenzyl ester, phenethyl ester, trityl ester, benzhydryl ester, bis(methoxyphenyl)methyl ester, 3, 4-dimethoxybenzyl ester, 4-hydroxy-3, 5-di-tert-butylbenzyl ester, etc.]; and aryl ester which may have one or more suitable substituent(s) such as substituted or unsubstituted phenyl ester (e.g., phenyl ester, tolyl ester, tert-butylphenyl ester, xylyl ester, mesityl ester, cumenyl ester, 4-chlorophenyl ester, 4-methoxyphenyl ester, etc.).

Suitable "trihalomethyl" includes, for example, trifluoromethyl, trichloromethyl and tribromomethyl, in which preferred one is trifluoromethyl.

Suitable "amino protective group" includes, for example, acyl and conventional protective group such as mono(or di or tri)aryl(lower)- alkyl, for example, mono(or di or tri)phenyl(lower)alkyl (e.g., benzyl, trityl, etc.).

Suitable "acyl" and "acyl moiety" in the terms "acylamino", "diacylamino" and "acylamino(lower)alkyl" include, for example, carbamoyl which may be substituted by suitable substituent(s), aliphatic acyl group and acyl group containing an aromatic ring, which is referred to as aromatic acyl, or a heterocyclic ring, which is referred to as heterocyclic acyl.

Suitable examples of said acyl are illustrated as follows: "carbamoyl which may be substituted by suitable substituent(s)" includes a group of the formula wherein Rut 2 and R13are the same or different and each is hydrogen, lower alkyl, phenyl which may have a suitable substituent selected from the group consisting of lower alkoxy and halogen, phenyl(lower)- alkyl, pyridyl, pyridyl(lower)alkyl or 3,4-methylenedioxyphenyl; aliphatic acyl such as lower alkanoyl which may be substituted by one to three halogen atoms (e.g., formyl, acetyl, propanoyl, butanoyl, 2- methylpropanoyl, pentanoyl, 2, 2-dimethylpropanoyl, hexanoyl, trichloroacetyl, trifluoroacetyl, etc.), lower alkoxycarbonyl (e.g., methoxycarbonyl, ethoxycarbonyl, tert-butoxycarbonyl, tert- pentyloxycarbonyl, etc.), lower alkylsulfonyl (e.g., methylsulfonyl, ethylsulfonyl, etc.), lower alkoxysulfonyl (e.g., methoxysulfonyl, ethoxysulfonyl, etc.), cyclo(lower)alkylcarbonyl (e.g., cyclopentylcarbonyl, cyclohexylcarbonyl, etc.), and the like; aromatic acyl such as aroyl (e.g., benzoyl, toluoyl, naphthoyl, etc.), aryl (lower) alkanoyl [e.g., phenyl (lower) alkanoyl (e.g., phenylacetyl, phenylpropanoyl, phenylbutanoyl, etc.), naphthyl (lower) alkanoyl (e.g., naphthylacetyl, naphthylpropanoyl, naphthylbutanoyl, etc.), etc.], aryl (lower) alkoxycarbonyl [e.g., phenyl (lower) alkoxycarbonyl (e.g., benzyloxycarbonyl, etc.), etc.], aryloxycarbonyl (e.g., phenoxycarbonyl, naphthyloxycarbonyl, etc.), aryloxy(lower)alkanoyl (e.g., phenoxyacetyl, phenoxypropionyl, etc.), arylsulfonyl (e.g., phenylsulfonyl, p-tolylsufonyl, etc.), and the like; heterocyclic acyl such as indolylcarbonyl (e.g., indolyl-2-ylcarbonyl, etc.), benzofuranylcarbonyl (e.g., benzofuran-2-ylcarbonyl), quinoxalinylcarbonyl, quinolylcarbonyl, pyrrolylcarbonyl, benzimidazolylcarbonyl, benzothienylcarbonyl, benzothiazolylcarbonyl, imidazolylcarbonyl, pyridylcarbonyl, morpholinylcarbonyl (e.g., morpholinocarbonyl) and the like.

"Optionally protected hydroxy" includes hydroxy and protected hydroxy. Suitable examples of "hydroxy protective group" in the term "protected hydroxy" include acyl (e.g., acetyl, trichloroacetyl, etc.), mono(or di or tri)phenyl(lower)alkyl which may have one or more suitable substituent(s) (e.g., benzyl, 4-methoxybenzyl, trityl, etc.), trisubstituted silyl [e.g., tri(lower)alkylsilyl (e.g., trimethylsilyl, tert-butyldimethylsilyl, etc.), etc.], tetrahydropyranyl and the like.

Suitable "protected carboxy" is carboxy group protected by conventional protective group such as lower alkoxycarbonyl [e.g., methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, sec-butoxycarbonyl, isobutoxycarbonyl, tert- butoxycarbonyl, pentyloxycarbonyl, neopentyloxycarbonyl, hexyloxycarbonyl, etc.], optionally substituted phenyl(lower)- alkoxycarbonyl for exemple, mono- or di- or triphenyl(lower)- alkoxycarbonyl which may be substituted by nitro [e.g., benzyloxycarbonyl, 4-nitrobenzyloxycarbonyl, benzhydryloxycarbonyl, trityloxycarbonyl, etc.] and the like.

Suitable "cyclo(lower)alkyl" includes cycloalkyl having 3 to 6 carbon atoms, such as cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl, in which more preferred ones are cyclopropyl and cyclobutyl.

The term "morpholinyl" includes 2-morpholinyl, 3-morpholinyl and 4-morpholinyl (i.e. morpholino).

The term "piperidyl" includes 1-piperidyl (i.e. piperidino), 2- piperidyl, 3-piperidyl and 4-piperidyl.

The object compound (I) of the present invention can be prepared by the following processes.

Process (1) R'-COOH (III) R2 N ~ R5 (III) it or its reactive derivative - - (Y)ma / at the carboxy group, X R4 or a salt thereof (II) or its reactive derivative at the amino group, or a salt thereof R2 N R5 R1CON-(Y)rn L½R4 (I) or a salt thereof Process (2) or a salt thereof or a salt thereof Process (3) Rg S R14-N R2 N R5 CON D½xR4 (V) or a salt thereof Elimination reaction of the amino protective group R1 5 R5 HNMR CON HN- IR4 X R4 (I)-2 or a salt thereof Process (4) R'6-OH H2N R2 N CON -(Y)m t< R1 its CONX' or its reactive derivative at at the carboxy group, or a salt thereof (I)-3 or its reactive derivative at the amino group, or a salt thereof H R'6-NH < CON -(Y) (I)-4 or a salt thereof Process (5) R2 N - R5 ii reduction WCONU)rn XfNO2 (I)-5 or a salt thereof R2 N R5 R-CON -(Y) m tX (I) -6 or a salt thereof Process (6) R2 N R5 I O- NH1 acylation R'-CON -(Y) m ^ X < @ NH2 (I)-6 or a salt thereof R2 N R5 CON -(Y) m tX R7 (I)-7 or a salt thereof Process (7) R2 N R5 reduction R'-CON X$Rls (I)-8 or a salt thereof R2 N R5 R1CON(Y)rn L½x (I)-9 CH20H (I) -9 or a salt thereof Process (8) R2 2 N R | R5 oxidation Rl-CON(Y) X$CH2OH R' CON (Y),CH20H (I)-9 or a salt thereof R2 N R5 IIX (Y)rn 4QX$CHO (1)-lO or a salt thereof Process (9) R2 N R5 R'-CON -(Y) m x1/ hydrolysis (I)-1t or a salt thereof R2 N R5 I - (Y)m - COOH COOH (I)-12 or a salt thereof Process (10) R2 N ~ R5 I reduction R1-CON -(Y) m (1)-I X3fCN CN (I)-13 or a salt thereof R2 N 1l R5 R1CON(Y)rn XX < - CH2NH2 or a salt thereof Process (11) R2 N - R5 I I I i acylation R' -CON - (Y), 2tox acylation e CH2NH2 (I)-irr or a salt thereof R2 N R5 R-CON -(Y) m tA CH2R2 o (I)-1 or a salt thereof Process (12) R2 N - Rs R'-CON -(Y) m < t3 amidation R1CON(Y)rn (I)-12 COOH or a salt thereof R2 N ~ R5 R'-CON -(Y) m Xx X (I)-1 or a salt thereof Process (13) R2 N - R5 Elimination reaction of R2 N the R' -CON - (Y), the hydroxy protective group oR22 (I)-17 or a salt thereof R2 N R5 R'-CON -(Y) m X$OH (I)-18 or a salt thereof Process (14) R2 N - R5 esterification R1CON(Y)rn (1)-I X8$OH (I)-18 or a salt thereof R2 N R5 R' -CON - OR2 3 (I)-19 or a salt thereof Process (15) Rl 2 N | | R5 0-alkylation R1CON(Y)rn (1)-I OH (I)-ls OH or a salt thereof R2 N 1l R5 R1N(Y)m 4LX/OR2a (I)-20 or a salt thereof Process (16) R2 N - R5 Elimination reaction of I II the carboxy protective group R1 -CON -CH I X z X R4 > :CH),-R25 (I)-21 R2 N Rs or a salt thereof R' -CON -CH I' 1 X R4 tCH)n-COOH (I)-22 or a salt thereof Process (17) Rl 2 N t | R5 R' CON -CH X 'JR4 \R4 tCH) n -COOH (I)-22 R2 N 11 R5 or a salt thereof R-CON - R1-CON-CH tCH) n-R2 6 (I) -23 or a salt thereof Process (18) R2 N | | R5 R' -CON -CH > X XRe tCH)n-COOH (I)-22 R2 or a salt thereof R1 -CON -CH H4 tCH) n-R2 7 (I)-24 or a salt thereof Process (19) R2 N - R5 reduction I ,= reduction R1 -CON -CII X H" (CII)flNO2 R2 N H5 (I)-25 R'-CON -CII or a salt thereof 1 X CH), NH2 (I)-26 or a salt thereof Process (20) R2 N z R5 R1 -CON -CII < X R4 (CH) n > NH2 R2 N Rs (I)-26 H1 -CON -CH » R4 or a salt thereof XR4 (CH) n X R28 (I)-27 or a salt thereof Process (21) R2 N R5 esterification H1 -CON -tH -2X 5 R4 X R4 tCH) n -OH (I)-28 R2 N R5 or a salt thereof R1 CON -CII ICH) .-ORZ9 (I)-29 or a salt thereof Process (22) R2 N R30 R'-CON -(Y)m 4$½½H4 hydrolysis (I)-30 or a salt thereof R2 N COOH H1CON(Y)rn m tA X R4 (I)-31 or a salt thereof Process (23) oR7 HN R8 R2 N COOH (VII) H1 -CON- (Y) t< or its reactive derivative m X R4 CON R' at the amino group, or a salt thereof (I) -31 or its reactive derivative 2 - CON at the carboxy group, RZ N \R8 or a salt thereof H1 CONY1 < X z X R4 mX - (Y), zH" (I)-32 or a salt thereof Process (24) H2 H R9-NH2 II H1 CON - (Y),-CON-CH-CO-R4 (Ix) acid (VIII) R2 NI RS H1 CON- -(Y) m As (I)-33 wherein R', R2, R4, R5, R7, R8, R9, X, Y, m and n are each as defined above, R'4 is amino protective group, H1 5 is hydrogen or lower alkyl, H16 is acyl, R17 is acylamino or diacylamino, H18 is carboxy or lower alkoxycarbonyl, R'9 is esterified carboxy, R20 is acylamino or diacylamino, R2' is carbamoyl which may be substituted by suitable substituent(s), R22 is hydroxy protective group, R23 is acyl, R24 is lower alkyl, R25 is protected carboxy, R26 is esterified carboxy, R27 is carbamoyl which may be substituted by suitable substituent(s), R28 is acylamino or diacylamino, R29 is acyl, and R30 is esterified carboxy.

The starting compounds can be prepared by the method of Preparation mentioned below or by a process known in the art for preparing their structually analogous compounds.

The processes for preparing the object compound are explained in detail in the following.

Process (1) The compound (I) or a salt thereof can be prepared by reacting the compound (II) or its reactive derivative at the amino group, or a salt thereof with the compound (III) or its reactive derivative at the carboxy group, or a salt thereof.

Suitable reactive derivative of the compound (II) includes Schiff's base type imino or its tautomeric enamine type isomer formed by the reaction of the compound (II) with a carbonyl compound such as aldehyde, ketone or the like; a silyl derivative formed by the reaction of the compound (II) with a silyl compound such as N,O- bis(trimethylsilyl)acetamide, N-trimethylsilylacetamide or the like; a derivative formed by the reaction of the compound (II) with phosphorus trichloride or phosgene.

Suitable reactive derivative of the compound (III) includes an acid halide, an acid anhydride and an activated ester. The suitable example may be an acid chloride; an acid azide; a mixed acid anhydride with an acid such as substituted phosphoric acid (e.g., dialkylphosphoric acid, phenylphosphoric acid, diphenylphosphoric acid, dibenzylphosphoric acid, halogenated phosphoric acid, etc.), dialkylphosphorous acid, sulfurous acid, thiosulfuric acid, alkanesulfonic acid (e.g., methanesulfonic acid, ethanesulfonic acid, etc.), sulfuric acid, alkylcarbonic acid, aliphatic carboxylic acid (e.g., pivalic acid, pentanoic acid, isopentanoic acid, 2-ethylbutyric acid, trichloroacetic acid, etc.); aromatic carboxylic acid (e.g., benzoic acid, etc.); a symmetrical acid anhydride; an activated amide with imidazole, 4-substituted imidazole, dimethylpyrazole, triazole or tetrazole; an activated ester (e.g., cyanomethyl ester, methoxymethyl ester, dimethyliminomethyl [(CH3)2N+=CH-] ester, vinyl ester, propargyl ester, p-nitrophenyl ester, 2, 4-dinitrophenyl ester, trichlorophenyl ester, pentachlorophenyl ester, mesylphenyl ester, phenylazophenyl ester, phenyl thioester, p-nitrophenyl thioester, p- cresyl thioester, carboxymethyl thioester, pyranyl ester, pyridyl ester, piperidyl ester, 8-quinolyl thioester, etc.); or an ester with an N-hydroxy compound (e.g., N, N-dimethylhydroxylamine, 1 -hydroxy-2- (1H)-pyridone, N-hydroxysuccinimide, N-hydroxybenzotriazole, N- hydroxyphthalimide, 1 -hydroxy-6-chloro-1 II-benzotriazole, etc.).

These reactive derivatives can optionally be selected from them according to the kind of the compound (III) to be used.

The reaction is usually carried out in a conventional solvent such as water, acetone, dioxane, acetonitrile, chloroform, methylene chloride, ethylene chloride, tetrahydrofuran, ethyl acetate, N,N- dimethylformamide, pyridine or any other organic solvents which do not adversely affect the reaction, or the mixture thereof.

When the compound (III) is used in free acid form or its salt form in the reaction, the reaction is preferably carried out in the presence of a conventional condensing agent such as N,N'- dicyclohexylcarbodiimide; N-cyclohexyl-N'-morpholinoethylcarbodiimide; N-cycloheXyl-N'-(4-diethylaminocyclohexyl)carbodiimide; N,N'- diisopropylcarbodiimide; N-ethyl-N'-(3-dimethylaminopropyl)- carbodiimide; N, N-carbonyl-bis- (2-methylimidazole); pentamethylene- ketene-N-cyclohexylimine; diphenylketene-N-cyclohexylimine; ethoxyacetylene; 1 -alkoxy-1 -chloroethylene; trialkyl phosphite; isopropyl polyphosphate; phosphorus oxychloride (phosphoryl chloride); phosphorus trichloride; thionyl chloride; oxalyl chloride; triphenylphosphine; 2-ethyl-7-hydroxybenzisoxazolium salt; 2-ethyl-5- (m-sulfophenyl)isoxazolium hydroxide intramolecular salt; 1-(p- chlorobenzenesulfonyloxy)-6-chloro-1H-benzotrin7nle; so-called Vilsmeier reagent prepared by the reaction of N,N-dimethylformamide with thionyl chloride, phosgene, phosphorus oxychloride, etc.; or the like.

The reaction may also be carried out in the presence of an organic or inorganic base such as an alkali metal bicarbonate, tri(lower)alkylamine, pyridine, N-(lower)alkylmorpholine, N,N- di(lower)alkylbenzylamine, or the like.

The reaction temperature is not critical, and the reaction is usually carried out under cooling to heating.

Process (2) The compound (I)-1 or a salt thereof can be prepared by reacting the compound (II) or a salt thereof with the compound (IV).

The reaction can be carried out in the same manner as in or a manner similar to Example 27.

Process (3) The compound (I) -2 or a salt thereof can be prepared by subjecting the compound (V) or a salt thereof to elimination reaction of the amino protective group.

Suitable method of this elimination reaction includes conventional one such as hydrolysis, reduction and the like.

(i) For hydrolysis The hydrolysis is preferably carried out in the presence of a base or an acid including Lewis acid.

Suitable base includes an inorganic base and an organic base such as an alkali metal [e.g., sodium, potassium, etc.], an alkaline earth metal [e.g., magnesium, calcium, etc.], the hydroxide or carbonate or hydrogencarbonate thereof, trialkylamine [e.g., trimethylamine, triethylamine, etc.], picoline, 1,5-din7mbicyclo[4.3.0]non-5-one, or the like.

Suitable acid includes an organic acid [e.g., formic acid, acetic acid, propionic acid, trichloroacetic acid, trifluoroacetic acid, etc.], and an inorganic acid [e.g., hydrochloric acid, hydrobromic acid, sulfuric acid, hydrogen chloride, hydrogen bromide, etc.].

The elimination using Lewis acid such as trihaloacetic acid [e.g., trichloroacetic acid, trifluoroacetic acid, etc.], or the like is preferably carried out in the presence of cation trapping agents [e.g., anisole, phenol, etc.]. This reaction is usually carried out without solvent.

The reaction may be carried out in a conventional solvent such as water, alcohol (e.g., methanol, ethanol, isopropyl alcohol, etc.), tetrahydrofuran, dioxane, toluene, methylene chloride, ethylene dichloride, chloroform, N,N-dimethylformamide, N,N-dimethylacetamide or any other organic solvents which do not adversely affect the reaction, or a mixture thereof.

The reaction temperature is not critical and the reaction is usually carried out under cooling to warming.

(ii) For reduction Reduction is carried out in a conventional manner, including chemical reduction and catalytic reduction.

Suitable reducing reagent to be used in chemical reduction are hydrides (e.g., hydrogen iodide, hydrogen sulfide, lithium aluminum hydride, sodium borohydride, sodium cyanoborohydride, etc.), or a combination of a metal (e.g., tin, zinc, iron, etc.) or metallic compound (e.g., chromium chloride, chromium acetate, etc.) and an organic acid or inorganic acid (e.g., formic acid, acetic acid, propionic acid, trifluoroacetic acid, p-toluenesulfonic acid, hydrochloric acid, hydrobromic acid, etc.).

Suitable catalysts to be used in catalytic reduction are conventional ones such as platinum catalysts (e.g., platinum plate, spongy platinum, platinum black, colloidal platinum, platinum oxide, platinum wire, etc.), palladium catalysts (e.g., spongy palladium, palladium black, palladium oxide, palladium on carbon, palladium hydroxide on carbon, colloidal palladium, palladium on barium sulfate, palladium on barium carbonate, etc.), nickel catalysts (e.g., reduced nickel, nickel oxide, Raney nickel, etc.), cobalt catalysts (e.g., reduced cobalt, Raney cobalt, etc.), iron catalysts (e.g., reduced iron, Raney iron, Ullman iron, etc.), and the like.

The reduction is usually carried out in a conventional solvent such as water, alcohol (e.g., methanol, ethanol, isopropyl alcohol, etc.), tetrahydrofuran, dioxane, toluene, methylene chloride, ethylene dichloride, chloroform, N,N-dimethylformamide, N,N-dimethylacetamide or any other organic solvents which do not adversely affect the reaction, or a mixture thereof.

Additionally, in case that the above-mentioned acids to be used in chemical reduction are in a liquid state, they can also be used as a solvent.

The reaction temperature of this reduction is not critical and the reaction is usually carried out under cooling to warming.

Process (4) The compound (I) -4 or a salt thereof can be prepared by reacting the compound (I)-3 or its reactive derivative at the amino group, or a salt thereof with the compound (VI) or its reactive derivative at the carboxy group, or a salt thereof.

This reaction can be carried out in a similar manner to the reaction in the aforementioned Process (1), and therefore the reagents to be used and the reaction conditions (e.g., solvent, reaction temperature, etc.) can be referred to those of the Process (1).

Process (5) The compound (I)-6 or a salt thereof can be prepared by subjecting the compound (I)-5 or a salt thereof to reduction.

The reduction can be carried out in the same manner as in or a manner similar to Example 60.

Process (6) The compound (I)-7 or a salt thereof can be prepared by subjecting the compound (I)-6 or a salt thereof to acylation.

The acylation can be carried out in the same manner as in or a manner similar to Example 61.

Process (7) The compound (I)-9 or a salt thereof can be prepared by subjecting the compound (I)-8 or a salt thereof to reduction.

The reduction can be carried out in the same manner as in or a manner similar to Example 111.

Process (8) The compound (I)-10 or a salt thereof can be prepared by subjecting the compound (I)-9 or a salt thereof to oxidation.

The oxidation can be carried out in the same manner as in or a manner similar to Example 112.

Process (9) The compound (I)-12 or a salt thereof can be prepared by subjecting the compound (I)-ll or a salt thereof to hydrolysis.

The hydrolysis can be carried out in the same manner as in or a manner similar to Example 113.

Process (10) The compound (I) - 14 or a salt thereof can be prepared by subjecting the compound (I)-13 or a salt thereof to reduction.

The reduction can be carried out in the same manner as in or a manner similar to Example 123.

Process (11) The compound (I)-15 or a salt thereof can be prepared by subjecting the compound (I)-14 or a salt thereof to acylation.

The acylation can be carried out in the same manner as in or a manner similar to Example 124.

Process (12) The compound (I)-16 or a salt thereof can be prepared by subjecting the compound (I)-12 or a salt thereof to amidation.

The amidation can be carried out in the same manner as in or a manner similar to Example 127.

Process (13) The compound (I)-18 or a salt thereof can be prepared by subjecting the compound (I)-17 or a salt thereof to elimination reaction of the hydroxy protective group.

This reaction can be carried out in a similar manner to the reaction in the aforementioned Process (3), and therefore the reagents to be used and the reaction conditions (e.g., solvent, reaction temperature, etc.) can be referred to those of the Process (3).

Process (14) The compound (I)-19 or a salt thereof can be prepared by subjecting the compound (I)-18 or a salt thereof to esterification.

The esterification can be carried out in the same manner as in or a manner similar to Example 133.

Process (15) The compound (I)-20 or a salt thereof can be prepared by subjecting the compound (I)-18 or a salt thereof to O-alkylation.

The O-alkylation can be carried out in the same manner as in or a manner similar to Example 135.

Process (16) The compound (I)-22 or a salt thereof can be prepared by subjecting the compound (I)-21 or a salt thereof to elimination reaction of the carboxy protective group.

This reaction can be carried out in a similar manner to the reaction in the aforementioned Process (3), and therefore the reagents to be used and the reaction conditions (e.g., solvent, reaction temperature, etc.) can be referred to those of the Process (3).

Process (17) The compound (I)-23 or a salt thereof can be prepared by subjecting the compound (I)-22 or a salt thereof to esterification.

The esterification can be carried out in the same manner as in or a manner similar to Example 74.

Process (18) The compound (I) -24 or a salt thereof can be prepared by subjecting the compound (I)-22 or a salt thereof to amidation.

The amidation can be carried out in the same manner as in or a manner similar to Example 95.

Process (19) The compound (I)-26 or a salt thereof can be prepared by subjecting the compound (I)-25 or a salt thereof to reduction.

The reduction can be carried out in the same manner as in or a manner similar to Example 119.

Process (20) The compound (I)-27 or a salt thereof can be prepared by subjecting the compound (I)-26 or a salt thereof to acylation.

The acylation can be carried out in the same manner as in or a manner similar to Example 120.

Process (21) The compound (I)-29 or a salt thereof can be prepared by subjecting the compound (I)-28 or a salt thereof to esterification.

The esterification can be carried out in the same manner as in or a manner similar to Example 138.

Process (22) The compound (I)-31 or a salt thereof can be prepared by subjecting the compound (I)-30 or a salt thereof to hydrolysis.

The hydrolysis can be carried out in the same manner as in or a manner similar to Example 168.

Process (23) The compound (I)-32 or a salt thereof can be prepared by reacting the compound (I)-31 or its reactive derivative at the carboxy group, or a salt thereof with the compound (VII) or its reactive derivative at the amino group, or a salt thereof.

This reaction can be carried out in a similar manner to the reaction in the aforementioned Process (1), and therefore the reagents to be used and the reaction conditions (e.g., solvent, reaction temperature, etc.) can be referred to those of the Process (1).

Process (24) The compound (I)-33 can be prepared by reacting the compound (VIII) with the compound (IX) in the presence of an acid.

This reaction can be carried out in the same manner as in or a manner similar to Example 178.

Suitable salts of the starting compounds and their reactive derivatives in Process (1) can be referred to the ones as exemplified for the compound (I).

The compounds obtained by the above process can be isolated and purified by a conventional method such as pulverization, recrystallization, column chromatography, reprecipitation, or the like.

It is to be noted that the compound (I) and the other compounds may include one or more stereoisomer(s) such as optical isomer(s) and geometrical isomer(s) due to asymmetric carbon atom(s) and double bond(s), and all of such isomers and mixtures thereof are included within the scope of this invention.

The object compounds (I) and pharmaceutically acceptable salts thereof include solvates [e.g., enclosure compounds (e.g,, hydrate, etc.)].

The object compounds (I) and pharmaceutically acceptable salts thereof possess a strong inhibitory activity on the production of nitric oxide (NO).

Accordingly, the object compounds (I) and pharmaceutically acceptable salts thereof are expected to possess a nitric oxide synthase (NOS)-inhibitory activity or a NOS-production inhibitory activity.

Accordingly, they are useful for prevention and/or treatment of NO-mediated diseases such as adult respiratory distress syndrome, cardiovascular ischemia, myocarditis, heart failure, synovitis, shock (e.g., septic shock, etc.), diabetes (e.g., insulin-dependent diabetes mellitus, etc.), diabetic nephropathy, diabetic retinopathy, diabetic neuropathy, glomerulonephritis, peptic ulcer, inflammatory bowel disease (e.g., ulcerative colitis, chronic colitis, etc.), cerebral infarction, cerebral ischemia, cerebral hemorrhage, migraine, rheumatoid arthritis, gout, neuritis, postherpetic neuralgia, osteoarthritis, osteoporosis, systemic lupus erythematosus, rejection by organ transplantation, asthma, metastasis, Alzheimer's disease, arthritis, CNS disorders, dermatitis, hepatitis, liver cirrhosis, multiple sclerosis, pancreatitis, atherosclerosis, and the like.

In order to illustrate the usefulness of the object compound (I), the pharmacological test result of the representative compound of the compound (I) is shown in the following.

Test Compounds Test : Assay for inhibitory activity on the production of nitric oxide The murine macrophage cell line RAW264.7 (American Type Culture Collection, No. TIB71) was used in this study. RAW264.7 cells were grown on F75 plastic culture flasks at 37"C, 5Z in Dulbecco's modified Eagles medium (DMEM) supplemented with L-glutamine, penicillin, streptomycin and 10% heat-inactivated fetal bovine serum.

They were removed from culture flasks by rubber cell scraper and were centrifuged and resuspended in DMEM without phenol red. They were plated in 96-well microtiter plates (105 cells per well) and allowed to adhere over 2 hours. The test samples were added and the cells were preincubated for 1 hour. Thereafter the cells were activated with both of lipopolysaccharide (LPS) (1 Ag/ml) and interferon r (INF r) (3 u/ml) for 18-24 hours. An equal volume of Griess reagent (1 % sulfanilamide/0,1% N-naphthylethylenediamine dihydrochloride/2. 5% H3PO4) was added and the cells were incubated at room temperature for 10 minutes. The absorbance was read at 570 nm using microplate reader and NO2 - was measured using NaNO2 as a standard.

Test result Test compound (10-5M) Inhibition (fi) (a) 100 (b) 100 (c) 100 (d) 100 (e) 100 For therapeutic administration, the object compound (I) of the present invention and pharmaceutically acceptable salts thereof are used in the form of a conventional pharmaceutical preparation in admixture with a conventional pharmaceutically acceptable carrier such as an organic or inorganic solid or liquid excipient which is suitable for oral, parenteral or external administration. The pharmaceutical preparation may be compounded in a solid form such as granule, capsule, tablet, dragee, suppository or ointment, or in a liquid form such as solution, suspension or emulsion for injection, intravenous drip, ingestion, eye drop, etc. If needed, there may be included in the above preparation auxiliary substance such as stabilizing agent, wetting or emulsifying agent, buffer or any other commonly used additives.

The effective ingredient may usually be administered in a unit dose of 0.001 mg/kg to 500 mg/kg, preferably 0.01 mg/kg to 10 mg/kg, 1 to 4 times a day. However, the above dosage may be increased or decreased according to age, body weight and conditions of the patient or administering method.

The preferred embodiments of the amide compounds of the present invention represented by the general formula (I) are as follows.

R1 is indolyl which may have a suitable substituent selected from the group consisting of lower alkyl, phenyl, halogen, lower alkoxy, and nitro, benzofuranyl, phenyl which may have one or two suitable substituent(s) selected from the group consisting of amino, acylamino, lower alkylamino, halogen, lower alkoxy and nitro, lower alkyl, quinoxalinyl, quinolyl, pyrrolyl, pyrimidinyl having benzofuranyl, benzimidazo lyl, benzothienyl, benzothiazolyl, benzoxazolyl, indolinyl, anilino, phenylcarbamoyl or imidazolyl which may have one or two suitable substituent(s) selected from the group consisting of phenyl, lower alkyl and indolyl; R2 is hydrogen or phenyl(lower)alkyl; R4 is phenyl or pyridyl, each of which has suitable substituent(s) selected from the group consisting of trihalomethyl, nitro, cyano, imidazolyl, optionally protected hydroxy, acyl, amino, acylamino, diacylamino, di (lower) alkylamino, amino (lower) alkyl, acylamino (lower) alkyl, pyrazolyl, morpholinyl, piperidyl, triazolyl, lower alkoxy(lower)alkoxy, hydroxy(lower)alkyl, lower alkylpiperazinyl, phenyl and carboxy, or 3, 4-methylenedioxyphenyl; R5 is hydrogen, imidazolyl, phenyl, nitrophenyl, phenyl(lower)alkyl, optionally esterified carboxy or a group of the formula in which R7 and R8 are the same or different and each is hydrogen, phenyl, phenyl(lower)alkyl, lower alkyl or lower alkoxy; or R4 and R5 in combination form a group of the formula -CH=CH-CH=CH- Y is a group of the formula in which R3 is hydrogen or a group of the formula -(CH2)n-R6 in which R6 is optionally protected hydroxy, acyl, carboxy, acylamino, lower alkoxy, phenyl(lower)alkoxy, lower alkylthio, phenyl which may have a suitable substituent selected from the group consisting of lower alkoxy, halogen, amino, acylamino, diacylamino and nitro, pyridyl which may have a suitable substituent selected from the group consisting of lower alkoxy and halogen, pyrazinyl, pyrimidinyl, furyl, imidazolyl, naphthyl, N-(lower)- alkylindolyl or 3,4-methylenedioxyphenyl, and n is an integer of O to 3, or a group of the formula in which Rll is phenyl, phenoxy or phenyl(lower)alkoxy; or R2 and R3 in combination form a group of the formula m is O or 1; and X is S or NR9 in which R9 is hydrogen, lower alkyl, cyclo(lower)alkyl or a group of the formula in which R10 O is hydrogen, lower alkyl or lower alkoxy; or a pharmaceutically acceptable salt thereof.

Another preferred embodiments of the amide compounds of the present invention represented by the general formula (I) are as follows.

R1 is indolyl which has a suitable substituent selected from the group consisting of lower alkyl, phenyl, halogen, lower alkoxy, and nitro, phenyl which may have one or two suitable substituent(s) selected from the group consisting of amino, acylamino, lower alkylamino, halogen, lower alkoxy and nitro, lower alkyl, quinoxalinyl, quinolyl, pyrrolyl, pyrimidinyl having benzofuranyl, benzimidazolyl, benzothienyl, benzothiazolyl, benzoxazolyl, indolinyl, anilino, phenylcarbamoyl or imidazolyl which may have one or two suitable substituent(s) selected from the group consisting of phenyl, lower alkyl and indolyl; R2 is hydrogen or phenyl(lower)alkyl; R" is hydrogen, phenyl or pyridyl, each of which may have suitable substituent(s) selected from the group consisting of lower alkyl, lower alkoxy, lower alkylthio and halogen or quinolyl; R5 is hydrogen, imidazolyl, phenyl, nitrophenyl, phenyl(lower)alkyl, optionally esterified carboxy or a group of the formula in which R7 and R8 are the same or different and each is hydrogen, phenyl, phenyl(lower)alkyl, lower alkyl or lower alkoxy; or R4 and R5 in combination form a group of the formula -CH=CH-CH=CH- Y is a group of the formula in which R3 is hydrogen or a group of the formula -(CH2)n-R6 in which R6 is optionally protected hydroxy, acyl, carboxy, acylamino, lower alkoxy, phenyl(lower)alkoxy, lower alkylthio, phenyl which may have a suitable substituent selected from the group consisting of lower alkoxy, halogen, amino, acylamino, diacylamino and nitro, pyridyl which may have a suitable substituent selected from the group consisting of lower alkoxy and halogen, pyrazinyl, pyrimidinyl, furyl, imidazolyl, naphthyl, N-(lower)- alkylindolyl or 3,4-methylenedioxyphenyl, and n is an integer of O to 3, or a group of the formula in which Rtl is phenyl, phenoxy or phenyl(lower)alkoxy; or R2 and R3 in combination form a group of the formula m is O or 1; and X is S or NR9 in which R9 is hydrogen, lower alkyl, cyclo(lower)alkyl or a group of the formula in which R10 is hydrogen, lower alkyl or lower alkoxy; or a pharmaceutically acceptable salt thereof.

Another preferred embodiments of the amide compounds of the present invention represented by the general formula (I) are as follows.

R1 is indolyl or benzofuranyl; R2 is hydrogen or phenyl(lower)alkyl; R4 is hydrogen, phenyl or pyridyl, each of which may have suitable substituent(s) selected from the group consisting of lower alkyl, lower alkoxy, lower alkylthio and halogen or quinolyl; Rs is hydrogen, imidazolyl, phenyl, nitrophenyl, phenyl(lower)alkyl, optionally esterified carboxy or a group of the formula in which R7 and R8 are the same or different and each is hydrogen, phenyl, phenyl(lower)alkyl, lower alkyl or lower alkoxy; or R4 and R5 in combination form a group of the formula -CH=CH-CH=CH- Y is a group of the formula in which R3 is a group of the formula -(CH2)n-R6 in which R6 is optionally protected hydroxy, acyl, carboxy, acylamino, lower alkoxy, phenyl(lower)alkoxy, phenyl which has a suitable substituent selected from the group consisting of amino, acylamino, diacylamino and nitro, pyridyl which may have a suitable substituent selected from the group consisting of lower alkoxy and halogen, pyrazinyl, pyrimidinyl, furyl, imidazolyl, naphthyl, N-(lower)- alkylindolyl or 3,4-methylenedioxyphenyl, and n is an integer of O to 3, or a group of the formula in which R" is phenyl, phenoxy or phenyl(lower)alkoxy; or R2 and R3 in combination form a group of the formula m is O or 1; and X is S or NR9 in which R9 is hydrogen, lower alkyl, cyclo(lower)alkyl or a group of the formula in which R'° is hydrogen, lower alkyl or lower alkoxy; or a pharmaceutically acceptable salt thereof.

The most preferred embodiments of the amide compounds of the present invention represented by the general formula (I) are as follows.

R' is indolyl which may have a suitable substituent selected from the group consisting of lower alkyl, phenyl, halogen, lower alkoxy, and nitro or benzofuranyl; R2 is hydrogen; R4 is phenyl which may have suitable substituent(s) selected from the group consisting of trihalomethyl, nitro, cyano, imidazolyl, optionally protected hydroxy, acyl, amino, acylamino, diacylamino, di(lower)alkylamino, amino(lower)alkyl, acylamino (lower) alkyl, pyrazolyl, morpholinyl, piperidyl, triazolyl, lower alkoxy(lower)alkoxy, hydroxy(lower)alkyl, lower alkylpiperazinyl, phenyl and carboxy; Rs is hydrogen; Y is a group of the formula in which R3 is hydrogen or a group of the formula -(CH2) n -R6 in which R6 is pyridyl which may have a suitable substituent selected from the group consisting of lower alkoxy and halogen, and n is an integer of O to 3; m is O or 1; and X is NR9 in which R9 is hydrogen, lower alkyl, cyclo(lower)alkyl or a group of the formula in which R1 O is hydrogen, lower alkyl or lower alkoxy; or a pharmaceutically acceptable salt thereof.

The following Preparations and Examples are given for the purpose of illustrating the present invention in detail.

In the following Examples and Preparations, there are employed the other abbreviations in addition to the abbreviations adopted by the IUPAC-IUB (Commission on Biological Nomenclature).

The abbreviations used are as follows.

Boy: tert-butoxycarbonyl Me : methyl Et : ethyl Pr : propyl i-Pr: isopropyl Bu : butyl Ph : phenyl Ts : p-toluenesulfonyl Ac : acetyl Bn : benzyl Cbz : benzlyoxycarbonyl Tf : trifluoromethanesulfonyl The starting compounds used and the object compounds obtained in the following Preparations and Examples are given in the Tables as below, in which the formulae of the starting compounds are in the upper and the formulae of the object compounds are in the lower, respectively.

Table Preparation No. Formula 1 BocN /\ COOH BOcN H HII Ph 0 2 H0 BocHNThWNPh H N/Me H Me BocN BocN Ph H Me BocN Ph 3 NWPh H2N Ph Table Preparation No. Formula OMe OMe Me H BocN , N Np. Ph MPh OMe X Me H2N N MPh Cl 5 BocN < COOH Cl 0 II NIIO BocN Ph 0 Table Preparation No. Formula Ph 6 II BocN CHO Ph BocN --- N ¼ Ph 7 BocN 1= N ¼ Ph BocN / BocN < N Me / Ph 8 B N ZN -p Me ¼ 0Et Ph H2N N1 Me OEt Table Preparation No. Formula BocN A0 IIHN c00 OEt 10 0 N 0 BocN0 NM OEt BOCK 0Et Table Preparation No. Formula 11 Me N 1 Me BocN < N N\<\ OEt Me Hun no 0Et 12 BocN / N O BocN 0 < CF3 Table Preparation No. Formula 13 0N0 BocNH0NH 0 CF3 w Me BooN N' CF3 14 0 N Me 14 S Me BooN N' ffi CF3 ON Me H2N / Me CF3 Table Preparation No. Formula BocN 1 COOH H OEt NM OEt 16 0N 0 BooNH0 HNyy OEt 0N Me BooNHN ¼ 0Et Table Preparation No. Formula 17 0N H Me BocN 0Et 1 N Me Me H2N NOz If OEt 18 coons H BocN J COONa 9 O BocN ' ¼ NO2 Table Preparation No. Formula 19 BooHN){00II 0 NM NO2 Me BocN NQNO2 20 Me Me H BooN M¼N02 H2N X N/Me MmN02 Table w Preparation No. Formula C1 21 HN JC1 H2N MK HCl O OMe BocN 0 OMe 22 0 ClCl H 0 0 OMe BocN - cC1 Me0 Cl Table Preparation No. Formula OMe 23 0 H N Cl Me Cl OMe H2N ¼) Cl Me 0 Cl CN 24 H CN II2N IICl 0 H Ph CN H CONH ¼" 0 Ph CN 25 BocN tCONH mw 0 Ph ,Ph N1 Me ¼ CN Table Preparation No. Formula Ph 26 II N BocN /N½L¼Io¼ CN Me Ph H2N ' ) Me ¼ CN CF3 27 ¼ II2N HCl O .OMe 0 CF3 0 ¼ OMe 28 0 BocN ¼ CF3 OMe H J Me CF3 Table Preparation No. Formula OMe 29 H0N Me >\CF3 OMe H2N N CN 30 0 Me 30 HCl O OMe BocN CN 0 Table Preparation No. Formula OMe 31 BooIINY¼¼KThCN 0 OMe H N Me 10 e CN ,OMe 32 Me0 CN OMe H2N 0 e CN Table Preparation No. Formula / Br 33 0 33 H2N 1 II HCl O Qo Br BooHNCONHMKO 0 34 Qo Br BocN 'CONH < BooN N 0 Br Table Preparation No. Formula 35 AC3 Br H2N N0 Me Br OEt OEt H2N HCl O 0Et BocN ' Table Preparation No. Formula 37 0 0Et BooNIICONH¼K 0 H Me ]01 0Et 38 4 N BocN ' Me 0Et H2N MeKO 0Et Table Preparation No. Formula 39 Myo" NO2 II2N HCl O BocN NO2 0 40 0 NOz NO2 0 FUN Me NO2 Table Preparation No. ~ Formula 41 N H 1 Me NO2 H2N X«« NO2 OMe 42 0 BocN COOH OMe 0 0 H H N BooN 0 ¼ Br Table Preparation No. Formula OMe 43 0 H BooN 0 II N Br OMe 0 Me H BocN Nt Br OMe 44 Me BooN N Mo Br OMe 0 X OMe H2N N 6 Br Table Preparation No. Formula 45 H2N /\ HC1 O Ph Br BocN CONH w@ 0 Ph Br 46 BocN HNtjONH Br O BooHN%NI Me ¼Br Table Preparation No. Formula Ph BocN N Me ¼ Br HINPh Me N Et 48 ¼ WX HC1 II1¼;Et Br Table Preparation No. Formula Ph 49 49 BocN 1 CO2H Ph NIIN CO2Et ¼ Br Ph 50 << ¼ Boc3B Br Ph - Ph Me Table Preparation No. Formula Ph 51 N sN C02Et Me Ph 52 BooNII4$ H N Me ¼Br Ph H ONHMe BocN /CON Me Me ¼ Br Ph 53 BccN XN CONHMe Br Ph H2N Me ¼Br Table 1 Preparation No. Formula Ph 54 H N CO2II BocN 0 Me ¼ Br . O BooNII% \Me Me Br Ph 0 55 BoONII4½/N « /OMe Me Ph 0 II2N Ph 56 BocNH 4 C02H \ Br 1 m Table Preparation No. Formula Ph 57 BocN 4XCONMe2 Br ¼Br Ph N CONMe2 H2N Me0 ¼Br Ph 58 BocNH½N1 C02H I e Br Ph BooNH½N1 CONHPh E ¼Br Ph 59 Boon /CONHPh N ¼Br Ph N CONHPh H2N Ph Me0 Br Table Preparation No. Formula Ph 60 BocN CO2II Ph BocN / Ph 61 II II N BocN OWIIZND¼i Ph BocN NH ¼ C Ph 62 BocN N BocN / Ph BocN N Me Table Preparation No. Formula Ph 63 { 63 II BocN -N Me Ph II2N Me Ph 64 BocN Ph O BocN 4 BooHNtCHN 0 ¼ H Br Ph 0 65 IIHN BooN 00¼Br Ph H XBr Me ¼ Br Table Preparation No. Formula u Ph 66 BocHN))pNJ Me ¼Br Ph 1N 0 Me ¼ Br Cl 67 IDo H2N HCl O f Ph Cl BocN / Ph Cl 68 E Ph Cl Ph BocN / 1 Me ¼Cl Table Preparation No. Formula Ph 69 H N BooN H Cl Me Ph H2N / N1 Me ¼ Cl X 70 < N1 CO2 II I -CO2H Boc 0NNII0 I Ph Boc O 71 QO NIIN Boc O t Boo N Ph Me Table Preparation No. Formula 72 QNN Boo N Me Me Ph Ph ae Me 73 73 H){%0 BocN C02H L H f H g Table Preparation No. Formula 74 BocN N oX Ph Ph Me 0 Me t eph #Ph Me H I lol BocN Me BocNN N Me I 0 Me H2N N/N MPh Table Preparation No. Formula NO2 76 0 Boog C02H NO2 A0 0 II H N BooN O 0 ¼ Br NO2 77 0 0 H H N BocN O ¼ Br NO2 0 Me H BooN ¼ Br Table Preparation No. Formula NO2 78 0 Me H BocN Br NO2 0 Me H2N N Br OMe BocN 1 CO2H OMe 0 0 H H NM B 0 N JlCX NO2 Table Preparation No. Formula OMe 80 us 0 0 H BooN H N NO2 OMe f Me H BooN t N NN< N OMe 81 1 Me Me H BocN NN< NO2 OMe f Me H2N < N NO2 Table Preparation No. Formula OMe 82 t Boog J COSH OMe H t HN JN NM Br OMe 83 tWo H/i" c00 Br OMe Ha Me BocN Br Table Preparation No. Formula OMe 84 t Me Me II BocN Br Br OMe Me H2N N' ) Br C1 H ¼ BocN / \ CO2II g t g 0 0 M Br Table Preparation No. Formula 86 0Cl BooNH oNII¼½ ¼ N Br 0 Me BocN ' Br 87 Cl Me II BooN N') Br C1 H2N;) /Me Br Table Preparation No. Formula NO2 88 0 BooHN CO2II NO2 f H \ N02 0 H H BooN C N 0 0¼ NO2 NO2 89 0 0 H H NM Boog 0 NO2 NO2 0 Me II BooN Mo NO2 Table Preparation No. Formula NO2 90 Me H BooN N') NO2 NO2 0 Me H2N , ¼ NO2 91 A Boog \ CO2H H C02H BooHN¼HMOo N02 Table Preparation No. Formula 92 0 N 0 BooNHOIINM NO2 HON Me Boog If NO2 \ NOz 93 S Me BooHN N1 N Me NO2 X Me H2N N' NO2 Table Preparation No. Formula 911 2N H -- H N 0 0 NO2 95 - H Me H 0 NO2 Me ¼ NO2 Table Preparation No. Formula 96 Me B N-N ¼ NO2 X Me H2N NO2 H2 0 97 . 1\cos BocN Table Preparation No. Formula 98 XO BocNIIOCNH Me Boog N« Me 99 <N 99 XN' < Me N Me H2N « 3 Me N Me Table Preparation No. Formula 0 II 100 N 0 BooNIIYNII 0 101 AO N O BocN / Me N Table Preparation No. Formula 102 BooNIINJN1 Me N \N/ 103 Oj/ II BocN I \ CO2II @Ç°S 0 H H N BooN 0 ¼ OEt Table Preparation No. Formula 104 02 0 H II N B g Ns BocN Ow 105 Me II BocN ¼ OEt OW 0 Me II2N NH, OEt Table Preparation No. -1 Formula 106 0 H NOz BoONHO IINM NO2 0 N Et BocN Et NN< ¼ NO2 107 N Et BocN N\<Xs NO2 S N Et H2N N N Et NO2 Table Preparation No. Formula 108 XMe NC < Br.HBr NC 109 N JaL Br.HBr NX 0 N<) 0 110 101 0 gel NH2-2HCl ¼ Table Preparation No. Formula 0 111 H ,/I\ BooHN¼NM½ 112 O BooHNONH < I X H X El Me Table Preparation No. Formula 113 0N BocNN Me II2N N1 Me 101 114 0N BocNIICO2II fiô N BocN JI SMe Table Preparation No. Formula 115 AN 0 Bocg ~< SMe 0N Boog A, Me ¼ SMe 116 0N Me BooNHN N z SMe 0N Me H2N N6 ¼ Table Preparation No. Formula 117 0N H Me BooN SMe \ SMe SMe 0N II Me BooN g S02Me \ S02Me SO2Me 118 N Me H BocN ' 9 N N\vtX S02Me XJN Me II2N N' ) S02Me SO2Me Table Preparation No. Formula BocN 1 CO2H A0 Boog o~< NMe2 120 0 BocN ' N NMe2 NM NMe2 Bocg N ¼ NMe2 Table Preparation No. Formula 121 BocN Me BooN N' )/ NMe2 ON Me H N N 122 HY BooN 1 CO2H 0 II0NHNO NO2 BooN ¼ Table Preparation No. Formula 123 XO BocHNONH NO2 H0N Me BooN MM NO2 124 N Me H BooN w;½o NO2 ON Me II2N ½;½o NO2 Table Preparation No. Formula 125 HOMe 125 0 Me N OMe Br a9 OMe 126 Br N OMe v N AcNII 2Et C02Et OMe 127 0N AcNH CO2Et CO2Et OMe 1,01 /Nv | 2HCl H2N CO2H Table Preparation No. Formula OMe 128/OMe N 2HCl H2N CO2H OMe 0 g N H N' BooN / CO2H OMe 129 /d zOMe BocN / CO2H OMe BocN / N L NO2 Table Preparation No. Formula 130 OMe .. ~ , 0, N02 OMe Me BocN' N 131 ,CC°Me 0 N Me II BooN NO2 OMe ON Me | Me ¼ to Table Preparation No. Formula Cl 132 10( \NC1 C1. 10( Cl 133 Cl XX N \COtMe Cl MOH Cl 134 OH Cl MCl Table Preparation No. Formula Cl 135 MCi Cl AcNH + CO2Et CO2Et Cl 136 Cl nN AcNH + CO2Et CO2Et C1 y½ 2HCl H2N CO2H Table Preparation No. Formula Cl 137 0 N 2HCl H2N / CO2H Cl HY BocN CO2II Cl 138 BocN / /N, Table Preparation No. Formula Cl 139 C1 H H 0 Cl v HON Me BoONN/ )/ NO2 Cl 140 0 N Me Boog 4 N NN< NO2 Cl ON Me } Me HUN N NO2 Table Preparation No. Formula 141 /NC1 ONN) AcNH +CO2Et CO2Et 142 AcNH -C C02Et C02Et 2IICl H2N CO2H Table Preparation No. Formula 143 (o) N 2HCl II2N CO2II HY Boog CO2H 144 HY Boog \ CO2II BocN BocN ( NOz Table Preparation No. 1 Formula 145 /0NO) O Ic o BooHN¼)N,ONNlMe \ z NO2 146 (NO) Me HN Me Boog < N NOz (NO) Me H2N /< ¼ z NO2 Table Preparation No. Formula 147 CO2CH2Ph 147 II¼ BooN CO2II CO2CH2Ph CO2CII2Ph 0 BoNHHN 000 NO2 CO2CII2Ph 148 0 BooHN0 NHM NO2 CO2CH2Ph II Me BooN, ¼ NOz Table Preparation No. Formula CO2CH2Ph 149 BocN Me w NO2 CO2CH2Ph H2N wS, 150 II){ BooN CO2H NHAc HY BooN CO2H Table Preparation No. Formula NHAc 151 HY BocN CO2H NHAc 4 O Boog tof M N02 NIIAo 152 f O BocN X NO2 NHAc Me H BooN N' ) NO2 Table Preparation No. Formula NHAc 153 Me BocN ¼ NO2 NHAc Me II2N Mo NO2 154 CO2H Boog X v 0 Ph- H 0 Boog X BooN Table Preparation No, Formula Ph-N 155 0 II 0 Ph BooN 0 H Ph-N wNIIO BooN CO2II Ph-N :02H BocN CO2H H Ph-N <0 Z O Boog X \ Table Preparation No. Formula H Ph-N 157 0 0 Boog t g at 0 Ph-N 0 Me H BooN Mo OEt N \ OEt H H Ph-N 158 H 110 H Me Boog t N \ OEt H Ph-N Ph-N <0 ( Me Me ¼ OEt Table Preparation No. Formula 159 he BocN CO2H H 0 BocNH IO 0 0 NO2 160 o1o 3 Me lol Me H BooN N' ) NO2 Table Preparation No. Formula 161 II BocN / d ¼ NO2 1o1 Me II2N Mo NO2 162 X O N z O NO2 H U Bocg , N ¼ NO2 Table Preparation No. Formula 163 0N H, NM ¼ NO2 H2N /7 164 NO2 0 II BooN CO2H Ow OO 0 H H N BooN 0 ¼ NO2 Table Preparation No. Formula 165 02 BocN0 H H N BooN 0 ¼ NO2 BooHN IC MO NO2 166 00w Me H BooN ' N/ No NO2 0 Me H2N /t , <1\ NO2 Table Preparation No. Formula 167 0N BocHNCO2H BooNH)))N00 Br 168 0 N 0 BocN NM B BroN , N ¼ Br Table Preparation No. Formula 169 HN Me BocN Me ¼ Br ON Me H2N N' Br 170 W NH2 HCl EtO y¼O NHCHO EtO Table Preparation No. Formula 171 ½y NHCH0 EtO 0 EtO NHCHO EtO 0 172 EtO )9 4 EtO 0 EtO / EtO Table Preparation No. Formula 173 0N BocN 0 BocN / 0 OEt 0 174 X ° X H N 0 OEt 0 H Me BooN N' ) - OEt Table Preparation No. Formula 175 0N H ,I Me BooN N' oO OEt t Me HzN NC llt BooN M NO2 BocN ' Bocg , Pr BooN ¼ NO2 Table Preparation No. Formula 177 N , Pr BocNrJ ¼ NO2 ON Pr H2N MO N 178 ¼Me o 0 Q Table Preparation No. Formula 179 101 Me N-N y½ Br.HBr N-N D 180 N-N yYBr. (CH2)6N4 N-N 181 Br. (CH2) stir N-N ½y NH2 .2HCl N-N Table Preparation No. Formula 182 HY BooN CO2H H N O BooNHYNH¼¼NN < 183 0neo H N O ¼ 0 N Me H BocN N/ \N--N ¼ Table Preparation No. Formula 184 0N H Me \N--N ON Me H2N Me ¼ 185 H -C"i Et ON Et H BocN , ¼ Table Preparation No. Formula 186 0N Et H BocN N/ N )< NN ¼ ON X « Et H2N Et N\< NN ¼ 187 0N C02H BocN 0 H BocN SMe Table Preparation No. Formula 188 0N0 BocN N H0N Me BocN / rf 189 0 f Me HN Me BooN SMeSHe ON Me 8N Me H2N ¼ Table Preparation No. Formula OH 190 MeYO gOH o 0 Me OMe Me 0 191 Me >[ ~ OMe 0 O OMe Br ¼ 0 192 ,@, 0 0 0oMe (CH2) 6N4 Br Table Preparation No. Formula 193 (CH2)6N4-Br CO < 0 H2N X OMe 0 194 hay H C02H BocN CO2H 0N oO OMe H NH BooN 0 195 0o 195 N OMe BocN NHI ] BooNH0NHO H N N BocN /N Me 101 OMe Table Preparation No. Formula 196 BooHNY)/NII Me 0 OMe eXto 197 ° oX BocN CO2H 0 o¼ NO2 0 --J NOz BocN f O Table Preparation No. Formula 198 j o' BocNH ))NH 0 oH BocNH$)N1 N NO2 199 O or BocNH)) « N g 1 My NO2 O 0r H2Nk" NO2 Table Preparation No. Formula 200 bog' 0 NO2 0 NO2 BooHN oNH 0 O H BocNH $)N) Me NO2 O H 201 » meNMe Me/y½ NO2 O H » NAME IO e NO2 Table Preparation No. Formula 202 X N / Me H2N N' N .HCl NO2 < NH N Me ¼ NO2 203 0 Me H2N N' N HCl NO2 MeO 0NMe MeO 0 e Me NO2 Table Preparation No. Formula Preparation No, Formula 204 0 N Me H2N N' )' \> NO2 0 X Me NH Boo ¼ N02 0 205 H<NO2 I BocHNADYky NO2 Table Preparation No. Formula 206 H 0 BocN ONH M NO2 BocN Me NO2 207 0 Boog X/S 0 NO2 .H2N Me \ NO Table Preparation No. ~ Formula COOEt 208 H2N .HCl 0 0N 0 Boog ONH J>> COOEt N 209 0 Boog ONH COOEt 101 \/\ COOEt /[@N Boons¼ N10 e COOEt Table Preparation No. Formula 210 )9N BocN 1I"iiCOOEt Me H2N Me0 COOEt COOEt 211 H2N HCl O H N BocN :ONH JI ONH M COOEt Table Preparation No. Formula 212 0N Boog J x 0 COOEt g X Z N 213 1 Me0 COOEt N H2N N e COOEt Table Preparation No. Formula 0 H2N 214 Me N Me NO2 BocNk BooNH NO2 215 SfNO2 0 BooHN ONHMy NO2 I 0 MeN10 N Me Table Preparation No. Formula NO2 216 ANO2 Me N Me NO2 H2N Me N Me CN 217 H2N ( H2N .HCl O H N BocN ½M0OCN Table Preparation No. Formula 218 H Jla MCN 0 Me 101 219 BocN ' Me0 CN H2N N Me 0 CN Table Preparation No. Formula 0 220 H2N ° HC1 \NOz =ONH LIj NHM NO2 - .. -- 221 /NOJN NHM NO2 IAl* Me NO2 Table Preparation No. Formula ~ 222 X> BooNHNNl Me NO2 ON/iN H2N NxNl Me NO2 0 223 H2N'c½K OEt HC1 10j H N BocN / ONH 3j OEt Table Preparation No. Formula 224 0N 0 BooN ' ONH J<OEt Boog OEt Me 0 225 0N H-C OEt Me < 0 H2N N1 OEt MeCo Table Preparation No. Formula 0 226 H2 N H4½½¼ OBn X BooN ACONH J M OBn 227 X 1OBn I N OBn Table Preparation No. Formula 228 0N Me >NOBn W Nz Me0 OBn 0 229 H2N 229 H2N HC1 < NO OH 0 BOONHAlONE M z NO2 Table Preparation No. Formula 230 OH J O BooNH¼ONH¼y NO2 OH BooHNA)N 0 NO2 231 OH C,N Me NO2 OH H2N N1 0 NO2 Table Preparation No. Formula 0 232 H2N >~o HC1 101 ~ BocN / :ONH 233 A3 0 BooNH ONH ¼½oO) @ > N Me Table Preparation No. Formula 234 0N I H N 0 Me lol H2N N 0 Me 0 235 OMe H BooN ' \ CO2H ,OMe BocN / :ONH -K Table Preparation No. Formula 236 OMe BooNH4{oNH¼)¼ NO2 OMe BoOHNA½JNl0 NO2 237 OMe H N Boog t N NO2 ,OMe H2N Me/ ¼¼ NO2 Table Preparation No. Formula 0 238 H2N .HCl NO2 J OBn 0 BocN / =ONH JI NOz 239 OBn H BooNH)1ONHY$¼ NOz OBn H e NO2 Table Preparation No. Formula 240 OBn H X N Me NO2 OBn H2N Y; N1 Me0 NO2 0 241 H2N HCl NO2 BocN / =ONH \ N02 Table Preparation No. Formula NH 242 BoONHO 0 NHM ONH NH BocN NO2 NH 243 zJ H Me10 NO2 H2N aJ H Me0 NO2 Table Preparation No. Formula Cl 244 0 H2N 244 HCl O Hz =ONH 0 socff jl BooHN 245 0 BooNH ONHMCl Cl Table | -- Preparation No. Formula 246 Boog <ZX BocN N Me 101 H2N N H2N)))10 Cl Me 0 247 Me 00N N,OH N Me OH 248 N Me oTs N Me Table Preparation No. Formula OTs N 249 Me 00N O 2HCl H2N 1 < hun 250 H2N 00N ]ol BooNH½ ¼ Table Preparation No. Formula 251 BocNHONH 101 N 252 BooHNN)Nl MeCoo N H2N Me N Table Preparation No. Formula COOBn 253 NO2 BooHN XONH fNO2 0 COOBn BooHN%y½ NO2 Et I0 COOBn 254 =/ ., 9: N02 COOBn H2N N1 0 NO2 Table Preparation No. Formula 255 ,4 O BocN ONH MNL H N BocN Et 256 2 H N X H2N Et #¼NION¼ Table Preparation No. Formula 257 0N BocNHONH 0 OEt BocN OEt Et 258 t Et0 OEt H2N <« 0 OEt Table Preparation No. Formula 259 hun 2H( \N/b 4 H 0 Boog ONH X) ca 4 260 w N ) O Boog A N,a c BocNH 4 Me/o N¼y Table Preparation No. Formula 261 ¼ ¼ 262 4 O N 0 H N BooNW 0¼ 0 BooNHNNEt Boog / N> N<\ NCo Table Preparation No. Formula 263 Bock ref NN< I ON EFT X Et H2N MOD I/o 264 0 N O H BocN NAN 0 BocN / N/ NN Table Preparation No. Formula 265 0N 265 | Pr BooNHN ¼ NAN j f Pr N Pr H2N N' ) N'N#N O 266 HOMe F 0 N--N/ N-N Table Preparation No. Formula 267 ¼¼#0 Me N-N O f Br-HBr N-N N O 268 N-N MN3 N-N tN 0 269 <, N3 N-N N y½ / NH2 2HCl N-N t<N Table Preparation No. Formula ~ .. Boog 1 CO2H X0 H NOzH BooNJ 0 6N 271 XN) X N Me BooNHN \N--N Table Preparation No. Formula 272 0N Me BocN N\>>@> NUN XN) ON Me H2N NN<> NUN N 273 O N 0 H HN Boo N 00N-N 0 H Et LN Et Boog < Et N\< NUN XN) Table Preparation No. Formula 274 0N Boog Et \N--N XN) A H2N N N//\N--N N 275 HNH}MN)I 2H 0 BoONHY) 0 NHMNC Table Preparation No. Formula 276 /4 ° N) Me/o N) 277 Me N) X H2N ' Me N) Table Preparation No. Formula Ph O 278 BooNH½NN;O:e 0 Me ¼ Br Ph g f Z N /CHO Me ¼Br Ph 279 H NC HO BoONN Me ¼Br Ph N Ph N Br Table Preparation No. Formula Ph 280 BooN H Me 281 t N Cbz-N \ CO2H H N 0 \ N02 Table Preparation No. Formula 282 0 N H CbzNHOCN M NO2 Cbz-N ' 'If NOz H O iY-" NOz 283 9 NO2 N 0 Cbz-N 3/ H NO2 H2N Table Preparation No. Formula 284 < uCO2H O CO2Et 90 H Ph O CO2Et 285 0 H Q1/N CO2Et HNNH Ph Table Preparation No. Formula 286 Q1/N CO2Et HN Ph H CO2H Ph H CONHPh 287 BocN X CO2H H ONHPh BocN 0 N02 02Et NO2 Table Preparation No. Formula Preparation No. Formula CONHPh 288 / CONHPh H , 0 BooNOO2EtO NO2 CONHPh BocN g t r Me NO2 CONHPh 289 HN CO2Et BooN N Me NO2 CONHPh H2N";I H2N Me Table Preparation No. Formula 290 \ CO2H 0 N H H N CO2Et BocN ' O0 ¼ NO2 291 0 N H H N CO2Et BooN Table Preparation No. Formula 292 0N HNCO2Et BocN N Me/o ¼N02 Me N 4 Me70 ¼ NO2 293 O O X Boog Nmv Me 0 NO2 CO2H BocHNY) N Me NO2 Table Preparation No. Formula 294 { CO2H BooNHY)N Me NO2 H /OMe / \Me I - Me NO2 295 C-N\MMe \Me Me Me NO2 BooHNtiO /NNI Me NO2 Table Preparation No. Formula CHO 296 zCHO Boog XN NO2 Me NO2 297 H Me70 NO2 H2NN 3s Me710 NO2 Table Preparation No. Formula Me 298 NO2 Me ;¼OPh NO2 Me 299 ;¼OPh NO2 002H t OPh NO2 Table Preparation No. Formula CO2H 300 t OPh OPh NO2 i' OPh 301 Br t OPh Table Preparation No. Formula ~ . ~ ~ 302 ¼ Me W CPh NO2 Br !01 OPh NH2 CO2Me 303 ¼ AcHN OH AcHN MC CO2Me 304 \ AcHN ¼ OBn CO2H AcHN z OBn Table Preparation No. Formula 305 ¼ /[< CO2H AcHN OBn Br 0 0 H AcHN OBn COMe 306 ¼OH 402 C02Me v (¼½OBn NO2 C02Me 307 ¼;OBn < OBn NO2 CO2H l; v (¼½n NO2 Table Preparation No. Formula C02H 308 ½ OBn Br oM Br 309 oO;$½ Br Me y;O Table Preparation No. Formula Br 310 Me Merf C OBn Br Me t-Ej io \OBn t F 311 0 02N Me OPh 02N Me Table Preparation No. Formula OPh 312 00 C OPh O2N Me OPh 101 02N COzH 313 l~ OPh 313 0 02N 02H Br PhO 0 0 ICN/ H N01 PhO 0 Br 314 PhO 0 0 NO2 Br Me PhO Me N7 < N NO2 Table Preparation No. Formula Br 315 0 Me PhO Br Pro me tN ½ C02Me 316 ¼OH NO2 C02Me X OBn NO2 Table Preparation No. Formula CO2 Me 317 COIH 8 OBn NO2 CO2H 318 '½OBn NO2 O H U \OBn OBn NO2 Table Preparation No. Formula 0 319 NM 0 Br OBn NO2 Br ¼ W OBn NO2 NO2 Br 320 ¼ ff Me OBn NO2 Br Me A \< OBn NH2 Table Preparation No. Formula C02Me 321 ¼OH NO2 C02Me ¼OTf NO2 C02Me 322 ;½OTf NO2 C02Me tPh C02Me 323 ¼Ph NO2 CO2H ¼Ph Table Preparation No. Formula CO2H 324 ¼Ph NO2 0 ONH ° °t2 Br Ph NO2 0 325 OHN 0Ph Br NO2 N 01N Ph Me0 Br Table Preparation No. Formula 326 01"$D,,x 326 02N 0 Ph /0 Me Br N H2N MI Ph /0 Me e z Br C02H 327 Boo-N CO2H H Boc-N "^ " CO2H Bn 328 Boc-N "^ " CO2H Me A-OMe Boc-N Bn Table Preparation No. Formula Me 329 N-OMe Boo-N Boc-N CHO Bn 330 Boc-N CHO Bn Boc-NN4 331 Boc-N / 3 Boo-N ifl Boc-NN N / Me Table Preparation No. Formula 332 BooN z N Boc-N Bn N Me 2HC1 333 Boo-N Boc-N HNff N Boo-N MM Bn Bn 334 N Boo-N MM Bn N Bn Bn Table Preparation No. Formula 335 335 HY BooN CO2H 0 N H ,us zCO2Me BocN ' tl 336 t Me N Me H us CO2Me BocN ' 8 0 N Me H X CO2H BooN Table Preparation No. Formula 337 0 337 t Me H a CO2H BocN ' $sl, NO2 Me N ¼NMO Me 0N NO2 H2NNNl Me Table Preparation No. Formula o Me 339 N OH N Me OH 3rr0 N Me OTs Me .

Table Preparation No. Formula OTs 341 N Me 0 IINH2 . 0 32 PNH2 Tt9N Table Preparation No. Formula 3err3 N H0 Boo-N X N BocN 9 344 t 344 0 N BocN 9\ Me0 H2N y % Table Preparation No. Formula 345 XNH NH2 HC1 CO2Et 346 O0lN0 CO2 Et CO2 H Ph 347 H Me-N CO2 Me Ph Me H C02Me BocN Oh Table Preparation No. Formula Ph 348 E Me HC02Me BocN ' Ph Me H tr N XCO2H BooN Oh Ph 349 , Me H CO2H BocN Oh Ph H N Ph BooN NO Ph Me Table Preparation No. Formula Ph 350 BooN HNN Ph Ph Me Ph N N Ph H2N N Ph Me 0 351 H2N Hz X BocN ACONH <t Nt iX,Me Table Preparation No. Formula 352 ,41 0 BocN ONH 1< BocN -Me H f BooNH½¼IO 353 2 BocN < NA N Me H2N , Me Table Preparation No. Formula 354 BocN Me H2N¼y½ 4HCl X Mec BocN CO2H BooN CO2H H 0 0 BooN <> Table Preparation No. Formula 356 ONH 0 BooNHOCNHM Q rnoO $ H Me ½ 357 CONH2<o .CONH Bock '4 My ½ ,CONH.c H2N ½N1 Me/O½ Table Preparation No. Formula 0 358 H2N .HCl 0o BooHNY$O lu) 359 BocN 4 Me f Table Preparation No. Formula 360 0N H , Me H2N Me/o0 361/OMe CONH 1< H 4) BooN CO2H OMe CONH L¼ 0 BocN / C \21 Table Preparation No. Formula OMe 362 H CONH 0 H ½ OMe CONH BocN / M ½ < OMe 363 CONH jy BocN ' Me ½ OMe H2N 4 M / 4 Table Preparation No. Formula 364 ,4 O H -t N BocN Z 3 i-Pr 365 0N BocN N i-Pr 0½ H2N 5) i-Pr X Table | Preparation No. Formula 366 0N BooNHONH¼¼½ 101 Lf t BooHNyNI Ba 367 0N H Bu ½ H2N Buu'M½ Table Preparation No. Formula 368 0N BocN 1X H BocNN CH3(CH2)4/O½ 369 BocN CH3(CH2)/O½ f ½ C;2(NCH2)4/¼½½ Table Preparation No. Formula 370 t O BocNHONH BocN f/N 371 0N BocN H2N Table Preparation No. Formula 372 ThCO0Me H TH CO0H 373 H f N ' 0 BocN ONH »SX N tf H ON BooN Table Preparation No. Formula 37 374 N N \ H2N 101 BocN < CO2H Co H N BooN ¼' BocN N X Table Preparation No. Formula 3760 - H H N BocN ½ ¼ H N BooN N Me lox 1 377 ¼ H N BooN N Me lox N ¼N½iM½ N Table Preparation No. Formula 378 HY H COIH BocN CO2H HJ: BocNf H 0 N 0 tta N2 0 10j BocHNY ½ Me7 Table Preparation No. Formula N 380 BoONHMe/Ny½ H2N); ½ HtNn 381 OBn BocN CO2H OBn 0 10 Table Preparation No. Formula 382 OBn HHN BooNO½ OBn BocHNY 383 ,OBn BooHN½M½ OBn Me/½½½ Table Preparation No. Formula Me 384 HY7 BocN X CO2H Me 57 385 BoONH$%C7NHMe'M¼ S 0 M ½ Me BocN Table Preparation No. Formula Me 386 HN Me ½ 57 Me H2N HzN $N 387 0 N 0 387 BocN X Jt BocN \N--N 0 N BocN <, Pr ¼NN ½NNA Table Preparation No. Formula 388 H Pr BooN XN) ON PER H2N Nte N 389 t N BocN CO2H 0 N H0 BooHNON X Table Preparation No. Formula 390 0 N H0 4 H JX BooHN¼)ONNI Pr70 ¼ 391 Pr70 ½ H2N Pr M Xs Table Example No. Formula X T Me H2N \ OEt OEt Me H ¼ 2 0 N Me H2N z If ¼ CF3 CF3 Me M½HNlOHN½¼=N ¼ Table Example No. Formula 3 3 H2N N/Me M½EOtEt Me H rT 4 A N H2N rf INOz Me OHNMONO2 Table Example No. Formula 5 0 N Me H2N N¼ ONO2 NOt I Me H 6 0 N Me H2N /J: Me N C , , '3, " « NO2 Table Example No. Formula 7 0 7 H2N Me H2N NONO2 >+NO2 Ph f Me OIHN oMMNO2 8 N Me H2N N$¼NO2 O S Me 9 u N N< I( Table Example No. Formula OMe 9 0 H2N > C1 Me/o Cl OMe 0 HNA))l HN Cl Me Cl Ph 10 H2N Me ¼CN Ph ¼oHN%N H\ CN Table Example No. Formula OMe 11 OMe H2N NNI Me'/0 CF3 OMe f HN/N 0 Me O Me OMe 12 OMe H2N NNI Me0 CN OMe f t MCN Table Example No. Formula 13 OO H2N N Me 1 Br H I Me Br 14 0N H2NMe/N½½ OEt A QNlHNA½0Nl H0 Me/ff¼¼ OEt Table Example No. Formula 15 9 H2N NNI Me/o X XX /@N olHN)¼I 11/N 0 Me NO2 OMe 16 X3 OMe H2N NNI Me Br OMe ¼HNYNl Me 0 Me 0 Br Table Example No. Formula OMe 17 pX OMe H2N NNl Me/o Br OMe #½HNYNI 0 Me 0 Br OMe 18 0 H2N NNl Me Br OMe HN¼l MMe/M Br Table Example No. Formula OMe 19 H2N ' Me Br OMe llHN¼ 11/N 0 Me Br OMe 20 0 H2N XNZ Me/o Br OMe WbzNN ;S Table Example No. Formula OMe 21 0 H2N /NNl Me0 Br OMe H N O Me/o Br OMe 22 OMe H2N /NNl Me0 Br OMe N H J O Me Br Table Example No. Formula OMe 23 0 H2N ) Me Br OMe H 0 Me/o Br OMe 24 0 H2N NNI Me Br OMe H iN 101 I N H0 Me Br Table Example No. Formula 25 Ph H2N 101 Br 0 Br Ph Me/o Br 26 / Ph H2N N Me 10 L\ Br Ph OPh Ph Ph ½ll½N Me Br Br Table Example No. Formula 27 Ph H2N My Br Ph NN N Me70 Br 28 COMZMe H2N N I Me ¼ Br - Ph HN N CONHMe Mo /NM Br Me Table Example No. Formula Ph O 29 hun s N/°Me H2N \Me Me 19 Br Ph O <? H 9 O Me Me ¼ Br Ph 30 NCONMe2 H2N / ¼Br Ph Br C0NMe2 Mo Me/N0 ¼Br Ph 31 H2N < u Br CONHPh Ph o Me Br Table Example No. Formula Ph 32 N H2N Me Ph H O Me Ph 33 NX Me ¼ Br Ph M0HNy ¼ Br Table Example No. Formula Example No. Fomula 34 Boo YNH O J Me Iol 35 Ph 35 Boc , NPh YNH ON Me Ph NH2 0 4 y½NH /NlO Me Table Example No. Formula 36 Ph NH2 O XH N Me 0 HN Ph O ¼NH¼MCl Me 37 Ph NH2 0 MNH N 0Cl 0 NH O 4 Me Table Example No. Formula Ph 38 N H2N > Me ¼ Cl Ph 0 BoON0NH/N I Me 0Cl 39 Ph 0 Boc-N- J Me 0Cl Ph H2NYHN ½N Me M¼¼Cl Table Example No. Formula 40 Ph 0NN 1 Me 0C1 Ph T( 101 H Me Cl 41 Ph 0 H2N ##HN/N 1 Me 0C1 Ph 0 Me MCi Table Example No. Formula X 42 91 H >tl Ph Me Me N2$ < N < Me 10 t Me H2N wN MPh \Nk 1 Me Me Table Example No. Formula Me 10 Me H2N , N MPh N 45 MNH Nol NO2 45 ) Me H2N M Br Br .~ ~ H NO2 ¼ NO2 Table Example No. Formula NO2 46 W Me H2N N') 0¼ Br Br MNHY{\L NO2 OMe 47 W Me H2N N') N z NO2 NO2 H mD¼00Me Table Example No. Formula OMe 48 0 Me H2N N' N NN D NO2 NO2 lol NMe ~>\ \OMe OMe 49 A Me H2N gN N\< Br Br I- M0N;; Me OMe Table Example No. Formula 50 >E Me rf ¼ NOzIf Br Br M0NHy#0 Me 0 NO2 51 X Me H2N NO2 \ NOz NO2 H 0Nl0M#=:\ Me NO2 Table Example No. Formula 52 H2N N H2N N/N NO2 NO2 MON¼¼ 53 0 XN T Me H2N Me NN< NOz NO2 QNHN¼½½ Me Table Example No. Formula 54 4 54 ½' Me H2N M¼No NO2 NO2 HN ¼ 0 ,Ns 'Do 55 H2N Me/¼½½ N Me N' i O Me Table Example No. Formula I 56 H2N ¼ H2N1N/ NN MOllffiYON H 1 57 00w Me H2N N \<\ OEt 1 <, N 911\ H - O Table Example No. Formula N Et < Et N/N Et H2N ¼ NO2 NO2 H#EtO H ,N. 0 H2N N N Me ½ ca ~~ N | Table Example No. Formula NO2 60 N N '¼ H NH2 MoNH¼Y)\¼ NH2 61 ¼ 6 \Me N(S02Me)2 m < \ Me (½ Table Example No. Formula NH2 62 62 ,N, \Me NHAo H N \Me NH2 63 63 t N N 0 NHCOOEt HNN¼¼ mE Table Example No. Formula NH2 64 z N X C NHM H N Me ¼ NHS02Me Ht NHS02Me 65 0N Me H2N z N SMe SMe HNM H Me ¼ Table Example No. Formula 66 N A Me Ef ¼ SO2 Me / SO2Me H H Me ¼ 67 0 H2Nf N Me H2N N/N /Me NMe2 NMe H¼#e MoNyy Table Example No. Formula 68 N Me H2N y¼o NO2 NOz H < k NO2 < Me OMe 69 0 N Me H2N / )/ NO2 NO2 M0HN ¼ YMe Table Example No. Formula Cl 70 gC,Cl N Me H2N 4 NO2 NO2 NO2 M0HN ¼ XC1 71 )N) N Me H2N Me NO2 S Table Example No. Formula CO2CH2Ph 72 Me H2N <1 NN< ¼ NO2 NO2 A 0 d\oItCHzPh NO;r 73 iJr"-- \Me 2CH2Ph NO2 M0HNy;#) 2H Table Example No. Formula NO2 74 1-( H \Me 02H NO2 02Me NO2 75 M0 HNy\\ Me 0 d)a'ZH NO2 MoNy Table Example No. Formula NHAc 76 NOt N\< H2N ¼ NO2 NO2 N-H N lol. H Me NilAc H Ph-N 77 >=0 \ Me H2N XN OEt OEt M0 H Me ° Ph-O H Table Example No. Formula 78 II Me < Me H2N < N NO2 HN¼ < > \ Me I0. I H2N H2N NN< NOz NO2 MON =M Table Example No. Formula 80 or37 Me H2N N')' <\ NO2 N- NO;z ao) ¼ 81 N Me H2N N' )' Br Br ~ .

Table Example No. Formula 82 ON Me H2N OEt o0 0 OEt H N N-NMe 101 H .N H2N ¼ NOz NO2 H -N, Table Example No. Formula 84 0 N Et H2N Mo P NO2 N H N 85 ON Me H2N N s ¼ H 7 /N, H 0t Table Example No. Formula 86 ON H2N N< Et NUN ¼ -jT" H ,N 87 0 N/N / Me H2N N< t NO2 NO2 MeO Me 10 MM¼$ oo Table Example No. Formula 88 0 Me = Me H2N N/N /Me ¼ NON2 O2 C1 Me .= .... 89 0 H?INf N Me N/N Me < NO2 NO2 F MM¼$ Table Example No. Formula 90 Me H2N N' ) SMe SMe MHNM 91 ON H2N NNl OMe Me H H OMe Table Example No. Formula 92 ° o Me NO2 NOz 00) NO2 0(o 93 0 oNlNHNNl Me NOz CO2H <, N ) NO2 Table Example No. Formula 94 CO2H M0NH% NO2 CY COS M N 0 Me NO2 95 CO2H M0 NH % N02 CONHPh H M N O w Me NO2 Table Example No. Formula 96 / CO2H M0NH% O MeN01 CONHBn NHYN < N < NO2 H O Me @ CON;' M N 0 Me NO2 Table Example No. Formula 98 CO2H NH¼N MOM 'o NO2 C02Me NH¼N < Me/N#½ NO2 CO2H 99 NHYN MOMe/NM½ NO2 CONH2 Me H s NO2 Table Example No. Formula 100 CO2H HNYN <3 H t NOz O Me CON¼Ph MMe ON1HNNNl HOMe/O NOz 101 CO2H HNYN M0 e7NM½ NO2 H OMe XN NOz Table Example No. Formula 102 CO2H 0N1 NHA)N 1 H0 Me0 NO2 C1 NHN NH N I 0 Me 0 N02 103 CO2H M N 0 Me \/ NOt OMe O He >@\No2 Table Example No. Formula O H 104 » NMe H2N NO2 N Me 0 NO2 O H 9 NMe O NO2 105 0 Cl N \ O z Me J-Boc Me NO2 C1 Cl N 0 O Me c \ NOz Me ¼ NO2 Table Example No. Formula 106 0 MeO O L Me /NN/Me MeO Me t Me NO2 MeO f Me Me ¼ NO2 107 X N 0 X Me XNH < -Boc < Me NO2 L t> NH / Ng I( NO2 Table Example No. Formula 108 0NMe0 Me 0 '7 1-1 0 H-Boc NOz 0\ NOz 2 109 0N iN NO2 HOMe/O NO2 Table Ejrample No, Formula Example No. Formula 110 -il No. Formula 110 0N H2N COOEt COOEt COOEt oNIHN¼)N)NI COOEt 111 XN ill 0N COOED HOMe/ 0 COOEt HN5)Nl MoMe/M CH2OH Table Example No. Formula 112 0N 1 H I HOMe/0 CH2OH H H O Me H I *N COOEt hJ < N < COOH Table Example No. Formula 114 0N H2N /NNl Me0 COOEt H Me (01 COOEt 115 0N rf COOEt HOMEY COOEt H H0 Me/o CH20H Table Example No. Formula 116 0N H HOMe/ 0 \COOEt H ONIHN¼)N)l HOMe/ 0 COOH 117 H2N Ni M ½ rl = - Table Example No. Formula NO2 118 0 H2N N N X Me N \ Me NO2 HfN ONlHN4½l HOMe/ ¼Me NO2 119 gNO2 MHN/NNI OMe0 N Me NH2 I,0 \N/N Me 0 N Me Table Example No. Formula NH2 120 0 ONIHNNNI HOMe/ 0 N Me H NCO2Et 101 H < ,Nz < HOMe/ Me 0 NH2 12101 H -i qN\ O Me N' \Me W (S02Me)2 /N N oNlHN)½0NI HOMe/ Me N~Me Table Example No. Formula 122 0NN Me CN H0 Me 123 N 101,NN H0 Me/o CH2NH2 Table Example No. Formula Example No. Formula 124 0N O Me Me X H 0CH2N%O2Et 125 CH2NH2 H CH2NH2 Hi(* Table Formula Example No. 126 No. Formula 126 0N t o"' 11/0 e COOH NH½Nl HN 127 127 COOH 0 NH NN I 11/0 COOH dH CONH2 CONH2 Table Example No. Formula 128 H 0NIHNN N HOMe/ ¼ COOH N 0 N HOMe/ ¼ CONHMe H 129 XN3 H2N N1 N Me NO2 ' 3 t < Table Example No. Formula 130 0N H2N 1 OEt Me 0 H ONN k,a OEt H 131 0N H2N OBn Me0 OBn H HOMeY 0 OBn Table Example No. Formula 132 N M0 NH N OBn N 0 NH N HN O Me 133 X N 0 HN N HN Me¼ff¼¼ OH Me OAo OAc Table Example No. Formula 134 0N N1 H \N/ Me OH O Me HOMEY I 135 H Me OH H H0 Me \OMe Table Example No. Formula 136 OH H2N NOz NO2 OH NHYN o MeN02 NO2 137 OH J"s M0½ NO2 OCOPh H <NO, NO2 Table Example No. Formula Formula 138 OH NH%N O lde NO2 OAc HNYN O Ne 1-< O Me NOt 139 0N H2N N 0 Me o) HOMeY M½;oO; Table Example No. Formula 140 HN / OMe N Me NO2 OMe NH%N M N 0 MeCo NO2 141 OBn HIN / Me NO2 ,OBn HNY M N 0 MeYO NO2 Table Example No. Formula NH 142 H2N NNl MeCo NO2 NH M0 N NO2 143 CO2H MONHYM NO2 CONH XN I O Me NO2 Table Example No. Formula 144 CO2H MONHYM NO2 Me CO-N 0 B oNlNHNNl HOMeY0 145 145 0N H2N NNl Me lox Cl a O Me C1 Table Example No. Formula 146 0N H HNOMeYo OH NH½Nl Me wOBu 147 0N H2N WNZ Y 0 Me 4 A ONIHNt)N)l Me ¼½i½) Table Example No. Formula 148 CO2H NHYN : O i t ,CON 0 QNlHN))Nl Me NO2 149 COOBn H2N YN N1 g NO2 COOBn 8 NOz Table w Example No. Formula 150 COOBn H MOEtYNM½ NO2 CO2H NH¼ I O Et < NO2 CO2H 151 / C02H 101 EtY MY NO2 CONHPh 101 (<N H0 Et NO2 Table Example No. Formula 152 CO2H NH¼ I O Et M¼$02 OMe CONH 4/ < N < NO2 153 / CO2H 153 NHA½N M0 N < NO2 CONH ¼[½o) <3, r H0 Et NO2 Table Example No. Formula 154 hun H2N /7// HNY M0 Et ½ 155 H2N ¼'¼¼1oOEt H Y¼ OEt OEt Table | Example No. Formula 156 0N Hun C M0 H Me C Me 157 M0 H Me ½ | 3HC1 \N Table Example No. Formula 158 0N H2N XN«Zo X ¼ < f rXlS 159 0 N H2N N H2N N,a Q lol H HNM= t Table Example No. Formula 160 S Pr Pr H2N ¼ H N)¼ 161 3 0 161 H2N1: Me NN XN) HN 0 Me Table Example No. Formula 162 S Et H2N N' Et MNN X 163 0N H2N MeYN¼½ N) H O MeCON) Table Example No. Formula Ph 164 nun H2N N 1H Me 0 ¼Br Ph HN¼N ¼N#IO 0N NO2 <~, HN t O Table Example No. Formula 166 XX Ph Ph H 0 own .0 I jN1 NH NNI H H Ph Me NO2 CONHPh 167 N CO2Et H2N Me/Nl0 NO2 CONHPh H N N CO2Et < HN {< N02 Table Example No. Formula CONHPh 168 / N I N room 101 Me NO2 CONHPh 0N1 HN 4)NN I CO2H D Me < NO2 CONHPh 169 NH ))N CO2H 101NN N H O Me O wNO2 0 MeY½½% NO2 Table Example No. Formula CONHPh 170 MHN / O MeYO NOz CONHPh COt-Bn O MeYO02 171 t Me 4\ NO2 H 5) I CO2Et <1 NO2 Table Example No. Formula 172 172 7 NOW HOMEY NO2 N 0NN 0N1 H NXI CO2H H0 Me ¼ N < NO2 173 0N1 H CO2H H CONHPh H0 MeYO o Me Table Example No. Formula 174 N 3HCl I H 3HC1 2MeYNIo NO2 0 H HOMEY \ N02 175 HC1 H2N NO2 Me NO2 H NO2 0 Me NO2 NO2 Table Example No. I Formula I 176 HC1 H2N f, I HCl Y I01 NO2 H \NOz X NO2 NO2 Br 177 ¼ N,Me X NH2 NH2 O 0 Me Br Table Example No. l Formula Br 178 N0¼¼ 0 AcliN Br Me AoHN Br Me N Yon Br Table Example No. Formula Br 180 0 Me Pro ¼ Br Pro mew rf 181 @ Br Me OBn ,N, MN N BnO OM/eO Br Table Example No. | Formula N t82 H2N Ph 0 4 Br ONI NO' Br .2HCl 2HC1 183 183 \ NTh Me Bri Bn g rlN = O MeN> Table Example No. Formula 184 N Bn Bn M¼N O Bn 185 HtN .HCl Me HN HNIOMe)¼) Table Example No. Formula N NOz 186 ½N O Me Me I H NO;r Nil N i//N I 0 187 t f N Me A O Me <1 eM% Table Example No. Formula 188 wot CO2 H Ph H Me 0 Ph Ph 189 N Ph N X Y Ph Me Ph OlHNYW,eNl Ph H Ph o / / zMe O Me Table Example No. Formula 190 0N H2N NNI Me L3kMe N 0 NH N Me 'IW\NA O Me 191 0 zN H2NN M / 4HCl \=4 IrH 0 Me Table Example No. Formula 192 0N 1N/ H2N ' NNI MeYO .4HCl N½k MeO H rfNN #HNINHYY O Me 193 H2NN H2N XN«t M / .4HCl Cl ) OJ\ N Table Example No. Formula 194 rn00) H2N /G!"-- ½ CONH - NH¼ MN' 0 Me 195 0N HzN' f/ Me K ONINHAYN)1 O Me Table Example No. Formula OMe 196 CONH 12 N t OMe CONH v 0 N1 NH )$N I HOMeYO ½ O Me 197 00)¼ f/N Me rlHC1 H d 'N l X N 0 MeYM¼ Table Example No. Formula 198 0N H2N YN N1 X Q,HN4½l HNYN 0 i-Pr ½ 199 0N H2N YN N1 Et 0½ F O O w N Table Example No. Formula 200 0N 7// N O z e Et 201 0N i < X O N 3> Table Example No. Formula 202 0N H2N «Xs PrY 0½ C1 O Pr ½ 203 0N H2NN i P / t MNIHN½N ' i Table Example No. Formula 1 204 ON H2N YN N1 i-Pr ONL¼(M F t/3) t i-Pr ½ 205 0N H2N YNN I Bu 0½ 1 w a Table Example No. Formula 206 0N H2N YNN I Bu \NX,2 C1 llOBuYNO N, 207 0N H2N 9 Bu 0½ X 0 BuYM¼½ Table Example No. Formula 208 H2N NN I Y CH3(CH2) 4 MNH YNI CH3(CHt 3 209 0N H2N / CH3(CH2)4Yo½ F -fN MINHYNI 0/0 CH3 (CH2)4 Table Example No. Formula 210 0 H2N tN Me S < H Me ½ 211 H2N N)NI Me ½ I Bur 1 O Me Table Example No. Formula 212 N H2N ' N Pr01 Pr l@ NA Wi BrA i "' ½ 213 0 H2N N?NI EtYO ½ BI; \N6." N Et 0 EtYM½ Table Example No. Formula 214 0N H2N St \NA, 1 H N 215 0N H2N I Cl S OYMY½ Table Example No. Formula 216 0 H2N N)NI MeY0 4HCl NTh 6 HUN 217 Me I ; Mo¼M¼½ Table Example No. Formula 218 0 H2N N)NI Me 4HCl ½- HNYYIo N X 219 ¼ H2N N Me rot X Me Table Example No. Formula 220 XN HUN ½ H O'i /tJN 101 221 OBn I ½ OBn , Table Example No. Formula Me 222 H2N MeYN¼½ LX Me J H HOMeY0 O Me 10] 223 H2N H fizzY 0 Pr N-N Table Example No. Formula 224 0 H2N N)NI Pr ½ HC1 H Preparation 1 To an ice-cooled mixture of N-(tert-butoxycarbonyl)glycine (1.40 g) and 2-aminoacetophenone hydrochloride (1.61 g) in dichloromethane (1 LI ml) was added 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide (1.49 g). The mixture was stirred at room temperature for 12 hours. A saturated aqueous sodium hydrogencarbonate solution was added to the mixture, and then the mixture was extracted three times with chloroform. The organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated. The residue was purified by column chromatography (silica gel, chloroform/methanol= 40/1) to give the object compound as white powder (689 mg).

MASS (ESI) (m/z) : 293 (M+H)+ H-NMR (CDC13,300MHz) : 1.47(9H,s), 3.92(2H,d,J=5Hz), 4.78(2H,s), 5.13(1H,br s), 7.05(1H,br s), 7.45-7.70(3H,m), 7. 92-8.04(2H,m) Preparation 2 A solution of the starting compound (669 mg) and 40 methylamine (0.7 ml) in a mixture of acetic acid (0.7 ml) and xylene (7 ml) was refluxed for 4 hours in a flask equipped with a Dean-Stark trap. The mixture was concentrated, neutralized with 1N sodium hydroxide solution, and extracted three times with chloroform. The organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated. The residue was purified by column chromatography (silica gel, chloroform/methanol=50/1) to give the object compound as an oil (445 mg).

MASS (ESI) (m/z) : 288 (M+H)+ 'H-NMR (CDC13,300MHz) 6 : 1.46(9H,s), 3.60(3H,s), 4.48(2H,d,J=5Hz), 5.33(1H,br s), 6.99(1H,s), 7.30-7.52(5H,m) Preparation 3 The starting compound (430 mg) was dissolved in trifluoroacetic acid (1.5 ml) and the mixture was stirred at room temperature for 1 hour. The mixture was concentrated, made basic with 1N sodium hydroxide solution and extracted three times with chloroform. The organic layer was dried over magnesium sulfate and filtered.

Evaporation of the solvent gave the object compound as an oil (314 mg).

MASS (ESI) (m/z) : 188 (M+H)+ H-NMR (CDC13,300MHz) d : 3.57(3H,s), 3.98(2H,s), 6.98(1H,s), 7.26-7.50(5H,m) Preparation 4 To a solution of the starting compound (3.10 g) in methanol (15 ml) was added concentrated hydrochloric acid (3 ml), and the mixture was heated to 50"C for 2 hours. The mixture was concentrated, made basic with a 1N sodium hydroxide solution, and extracted three times with chloroform. The organic layer was dried over magnesium sulfate, and filtered. Evaporation of the solvent gave the object compound(2.35 g).

MASS (ESI) (m/z) : 308 (M+H)+ 'H-NMR (CDCl3,300MHz)J : 3.02-3.22(2H,m), 3.21(3H,s), 3.78(3H,s), 4.11(lH,t,J=7Hz), 6.81(2H,d,J=8Hz), 6.99(2H,d,J=8Hz), 7.04(1H,s), 7.21-7.48(5H,m) Preparation 5 To an ice-cooled mixture of the starting compound (599 mg), 2- aminoacetophenone hydrochloride (362 mg) and 1 -hydroxybenzotriazole (270 mg) in dichloromethane (6 ml) was added 1-(3-dimethylamino- propyl)-3-ethylcarbodiimide (349 mg). The mixture was stirred at room temperature for 12 hours. A saturated aqueous sodium hydrogencarbonate solution was added to the mixture, and then the mixture was extracted three times with chloroform. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated. The residue was purified by column chromatography (silica gel, chloroform/methanol=70/1) to give the object compound (823 mg).

MASS (ESI) (m/z) : 417 (M+H)+ H-NMR (CDCl3,300MHz)d : 1.41 (9H,s), 2.96-3.20(2H,m), 4.47(1H,m), 4.70(2H,AB of ABX,JAB=15Hz), 5.01(iH,br s), 6.92(1H,br s), 7.13(2H,d,J=8Hz), 7.24(2H,d,J=8Hz), 7.41-7.68(3H,m), 7.88-8.00(2H,m) Preparation 6 The starting compound (1.1 g) and glyoxal trimeric dihydrate (930 mg) were stirred in methanol (7 ml) at -10°C. Ammonia was bubbled through the solution for 5 minutes and the mixture was stirred at -10°C for 1 hour. The mixture was allowed to warm to room temperature over 18 hours, then poured into water, and extracted twice with dichloromethane. The combined extracts was dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography over silica gel with a dichloromethane-methanol gradient (20:1 and 10:1) as eluent to give the object compound as an off-white solid (698.6 mg). mp : 180. 5-1 840C MASS : 288 (M+H)+ 'H-NMR (CDCl3) 6 : 1.40(9H,s), 3.29(2H,d,J=7.5Hz), 4.90(1H,q,J=7.5Hz), 5.25(1H,bd,J=7.5Hz), 6.89(1H,bs), 6.99(1H,bs), 7.12(2H,d,J=7.5Hz), 7.18-7.30(3H,m), 9.78(1H,bs) Preparation 7 The starting compound (600 mg) was heated at 400C for 2 hours in methyl iodide (10 ml). The reaction mixture was evaporated, and the residue was suspended in an aqueous sodium carbonate solution. The mixture was extracted with chloroform. The organic layer was washed successively with water and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography over silica gel with a chloroform-methanol (20:1) as eluent to give the object compound as a pale yellow oily solid (376.5 mg). mp : 116-119"C MASS (ESI) (m/z) : 302 (M+H)+ 1H-NMR (CDCl3, #) 1.40(9H,s), 3.05(3H,s), 3.10(1H,dd,J=14.5, 9.0Hz), 3.29(1H,dd,J=14.5, 4.SHz), 4.93(1H,m), 5.50(1H,br d,J=7.5Hz), 6.63(1H,s), 6.95-7.02(3H,m), 7.15-7.24(3H,m) Preparation 8 The object compound was obtained according to a similar manner to that of Preparation 3 except that a mixutre of trifluoroacetic acid and dichloromethane was used instead of trifluoroacetic acid.

MASS : 322 (M+1) H-NMR (CDCl3) 6 1.43(3H,t,J=8Hz), 3.09-3.27(2H,m), 3.12(3H,s), 4.07(2H,q,J=8Hz), 4.13(1H,t,J=8Hz), 6.91(2H,d,J=8Hz), 7.00(1H,s), 7.10(2H,d,J=7Hz), 7.19(2H,d,J=8Hz), 7.21-7.31(3H,m) Preparation 9 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS(m/z) : 428 (M+1) H-NMR (CDC13) d 1.43(3H,t,J=7Hz), 1.46(9H,s), 3.25(1H,dd,J=5 and 15Hz), 3.37(1H,m), 4.09(2H,q,J=7Hz), 4.62(2H,d,J=3Hz), 4.67(1H,m), 6.40(1H,m), 6.91(2H,d,J=8Hz), 7.15(1H,dd,J=5 and 7Hz), 7.21(1H,d,J=8Hz), 7.58(1H,dd,J=7 and 8Hz), 7.89(2H,d,J=8Hz), 8.53(1H,d,J=5Hz) Preparation 10 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS(m/z) : 423 (M+1) H-NMR (CDCl3) 6 1.43(9H,s), 1.43(3H,t,J=7Hz), 3.38(3H,s), 3.42(2H,d,J=7Hz), 4.04(2H,q,J=7Hz), 5.40(1H,m), 6.91(2H,d,J=8Hz), 6.92(1H,s), 7.11(2H,m), 7.20(2H,d,J=8Hz), 7.54(1H,m), 8.53(1H,d,J=5Hz) Preparation 11 The object compound was obtained according to a similar manner to that of Preparation 3.

MASS(m/z) : 323 (M+1) Preparation 12 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS(m/z) : 452 (M+1) H-NMR (CDC13) 6 1.48(9H,s), 3.25(1H,dd,J=5 and 15Hz), 3.35(1H,m), 4.69(1H,m), 4.70(2H,d,J=3Hz), 6.44(1H,m), 7.17(1H,dd,J=5 and 7Hz), 7.22(1H,d,J=8Hz), 7.62(1H,dd,J=7 and 8Hz), 7.74(2H,d,J=8Hz), 8.04(2H,d,J=8Hz), 8.55(1H,d,J=5Hz) Preparation 13 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS(m/z) : 447 (M+1) H-NMR (CDC13) 6 1.48(9H,s), 3.46(2H,d,J=7Hz), 3.49(3H,s), 5.44(1H,m), 7.07(1H,s), 7.13(2H,m), 7.42(2H,d,J=8Hz), 7.57(1H,m), 7.68(2H,d,J=8Hz), 8.54(1H,d,J=5Hz) Preparation 14 The object compound was obtained according to a similar manner to that of Preparation 3.

MASS(m/z) : 347 (M+1) Preparation 15 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS(m/z) : 428 (M+1) H-NMR (CDCl3) 6 1.41(9H,s), 1.43(3H,t,J=7Hz), 3.03(1H,m), 3.22(1H,dd,J=7 and 14Hz), 4.10(2H,q,J=7Hz), 4.57(1H,m), 4.65(2H,m), 5.01(1H,m), 6.94(2H,d,J=8Hz), 7.16(2H,d,J=6Hz), 7.90(2H,d,J=8Hz), 8.51(2H,d,J=6Hz) Preparation 16 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS(m/z) : 423 (M+1) 'H-NMR (CDCl3) 6 1.42(9H,s), 1.44(3H,t,J=7Hz), 3.18(3H,s), 3.29(2H,m), 4.06(2H,q,J=7Hz), 5.41(1H,m), 6.93(2H,d,J=8Hz), 6.97(1H,s), 7.06(2H,d,J=6Hz), 7.17(2H,d,J=8Hz), 8. 47(2H,d,J=6Hz) Preparation 17 The object compound was obtained according to a similar manner to that of Preparation 3.

MASS(m/z) : 323 (M+1) Preparation 18 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS(m/z) : 415 (M+1) 'H-NMR (CDCl3) 6 1.47(9H,s), 4.77(2H,m), 5.42(1H,d,J=5Hz), 6.51(lH,m), 7.25(1H,m), 7.53(1H,d,J=8Hz), 7.73(1H,t,J=8Hz), 8.08(2H,d,J=8Hz), 8.32(2H,d,J=8Hz), 8.57(1H,d,J=5Hz) Preparation 19 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS(m/z) : 410 (M+1) 'H-NMR (CDC13) 6 1.46(9H,s), 3.78(3H,s), 4.44(1H,d,J=5Hz), 7.17(1H,s), 7.23(1H,m), 7.47(1H,d,J=8Hz), 7.52(2H,d,J=8Hz), 7.70(1H,m), 8.28(2H,d,J=8Hz), 8.55(1H,d,J=5Hz) Preparation 20 The object compound was obtained according to a similar manner to that of Preparation 3.

MASS(m/z) : 310 (M+1) H-NMR (CDCl3) 6 3.65(3H,s), 5.48(1H,s), 7.21(1H,s), 7.23(1H,m), 7.40(1H,d,J=8Hz), 7.52(2H,d,J=8Hz), 7.71(1H,t,J=8Hz), 8.28(2H,d,J=8Hz), 8.57(1H,d,J=5Hz) Preparation 21 The object compound was obtained according to a similar manner to that of Preparation 5. amorphous solid MASS : 481 (M+1) 'H-NMR (CDCl3) 6 1.41(9H,s), 3.04(2H,d,J=7Hz), 3.78(3H,s), 4.40(1H,br s), 4.52-4.73(2H,m), 5.00(1H,br s), 6.81(2H,d,J=8Hz), 6.82(1H,s), 7.11(2H,d,J=8Hz), 7.59(1H,d,J=8Hz), 7.78(1H,dd,J=8 and 2Hz), 8.02(1H,d,J=2Hz) Preparation 22 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS : 476 (M+1) H-NMR (CDCl3) d 1.40(9H,s), 3.01(3H,s), 3.02-3.15(1H,m), 3.20-3.31(1H,m), 3.76(3H,s), 4.90-5.00(1H,m), 5.62(1H,d,J=8Hz), 6.77(2H,d,J=8Hz), 6.92(2H,d,J=8Hz), 7.00-7.10(1H,m), 7.03(1H,s), 7.30(1H,d,J=2Hz), 7.48(1H,d,J=8Hz) Preparation 23 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS : 376 (M+1) 'H-NMR (CDCl3) 6 3.11(2H,d,J=8Hz), 3.20(3H,s), 3.78(3H,s), 4.12(1H,t,J=8Hz), 6.80(2H,d,J=8Hz), 6.99(2H,d,J=8Hz), 7.07(1H,s), 7.10(1H,dd,J=8 and 2Hz), 7.37(1H,s), 7.48(1H,d,J=8Hz) Preparation 24 The object compound was obtained according to a similar manner to that of Preparation 5. mp : 174-176°C MASS : 495 (M+1) 'H-NMR (CDCl3) 6 1.40(9H,s), 3.09-3.22(2H,m), 4.30-4.58(1H,m), 4.60-4.80(2H,m), 4.92-5.12(1H,m), 6.88(1H,br s), 7.15-7.34(5H,m), 7.80(2H,d,J=8Hz), 8.02(2H,d,J=8Hz) Preparation 25 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS : 403 (M+1) 'H-NMR (CDCl3) 6 l.46(9H,s), 2.98(3H,s), 3.12(1H,t,J=8Hz), 3.30-3.40(1H,m), 5.01(1H,q,J=8Hz), 5.58(1H,d,J=8Hz), 7.00-7.10(2H,m), 7.19-7.30(4H,m), 7.31(2H,d,J=8Hz), 7.69(2H,d,J=8Hz) Preparation 26 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS : 303 (M+1) H-NMR (CDCl3) 6 3.10-3.28(2H,m), 3.22(3H,s), 4.18(1H,t,J=8Hz), 7.03-7.11(2H,m), 7.16(1H,s), 7.20-7.32(3H,m), 7.39(2H,d,J=8Hz), 7.70(2H,d,J=8Hz) Preparation 27 The object compound was obtained according to a similar manner to that of Preparation 5. mp : 90-95°C MASS : 481 (M+1) H-NMR (CDCl3) 6 1.41(9H,s), 3.08(2H,d,J=8Hz), 3.78(3H,s), 4.41(1H,br s), 4.61-4.80(2H,m), 5.01(lH,s), 6.81(2H,d,J=8Hz), 6.89(1H,br s), 7.11(2H,d,J=8Hz), 7.76(2H,d,J=8Hz), 8.06(2H,d,J=8Hz) Preparation 28 The object compound was obtained according to a similar manner to that of Preparation 2. mp : 155-159°C MASS : 476 (M+1) H-NMR (CDCl3) 6 1.46(9H,s), 3.00-3.18(1H,m), 3.02(3H,s), 3.22-3.32(1H,m), 3.72(3H,s), 4.98(1H,q,J=8Hz), 5.56(1H,d,J=8Hz), 6.78(2H,d,J=8Hz), 6.93(2H,d,J=8Hz), 7.11(lH,s), 7.37(2H,d,J=8Hz), 7.67(2H,d,J=8Hz) Preparation 29 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS : 376 (M+1) 'H-NMR (CDCl3) 6 3.01-3.20(2H,m), 3.22(3H,s), 3.73(3H,s), 4.11(1H,t,J=8Hz), 6.81(2H,d,J=8Hz), 7.00(2H,d,J=8Hz), 7.10(1H,s), 7.40(2H,d,J=8Hz), 7.68(2H,d,J=8Hz) Preparation 30 The object compound was obtained according to a similar manner to that of Preparation 5. mp : 153-155°C MASS : 438 (M+1) H-NMR (CDCl3) 6 1.42(9H,s), 3.08(2H,d,J=8Hz), 3.78(3H,s), 4.41(lH,br s), 4.60-4.80(2H,m), 4.99(iH,br s), 6.82(2H,d,J=8Hz), 6.83(1H,br s), 7.12(2H,d,J=8Hz), 7.80(2H,d,J=8Hz), 8.05(2H,d,J=8Hz) Preparation 31 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS : 433 (M+1) 'H-NMR (CDCl3) 6 1.41(9H,s), 3.01-3.11(1H,m), 3.05(3H,s), 3.20-3.31(1H,m), 3.78(3H,s), 4.90-5.03(1H,m), 5.52(1H,d,J=8Hz), 6.78(2H,d,J=8Hz), 6.92(2H,d,J=8Hz), 7.12(1H,s), 7.33(2H,d,J=8Hz), 7.69(2H,d,J=8Hz) Preparation 32 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS : 333 (M+i) 1H-NMR (CDCl3) 6 3.05-3.20(2H,m), 3.30(3H,s), 3.80(3H,s), 4.13(1H,t,J=8Hz), 6.81(2H,d,J=8Hz), 7.00(2H,d,J=8Hz), 7.14(1H,s), 7.40(2H,d,J=8Hz), 7.70(2H,d,J=8Hz) Preparation 33 The object compound was obtained according to a similar manner to that of Preparation 5. mp : 123-125°C MASS : 511 (M+1) 1H-NMR (CDCl3) 8 1.41(9H,s), 3.20-3.38(2H,m), 4.50-4.78(3H,m), 5.03(1H,br s), 6.90(1H,br s), 7.35(1H,d,J=8Hz), 7.40-7.50(2H,m), 7.59-7.69(3H,m), 7.70-7.81(5H,m) Preparation 34 The object compound was obtained according to a similar manner to that of Preparation 2. mp : 204-206°C MASS : 506 (M+1) 1H-NMR (CDCl3) # 1.40(9H,s), 2.82(3H,s), 3.22-3.38(1H,m), 3.43-3.58(1H,m), 5.01-5.12(1H,m), 5.60(1H,d,J=8Hz), 6.98(2H,d,J=8Hz), 7.05(1H,s), 7.18(1H,d,J=8Hz), 7.40-7.52(5H,m), 7.68-7.72(2H,m), 7.75-7.81(1H,m) Preparation 35 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS : 406 (M+1) 1H-NMR (CDCl3) # 3.10(3H,s), 3.22-3.41(2H,m), 4.23(1H,t,J=8Hz), 7.02(1H,s,), 7.04-7.11(2H,m), 7.21(1H,d,J=8Hz), 7.40-7.57(5H,m), 7.70-7.88(3H,m) Preparation 36 The object compound was obtained according to a similar manner to that of Preparation 5. amorphous solid MASS : 428 (M+1) H-NMR (CDCl3) 6 1.38(9H,s), 1.42(3H,t,J=8Hz), 2.93-3.11(1H,m), 3.12-3.28(1H,m), 4.10(2H,q,J=8Hz), 4.47-4.58(1H,m), 4.58-4.76(2H,m), 5.11(1H,d,J=8Hz), 6.93(2H,d,J=8Hz), 7.01(lH,s), 7.19-7.30(1H,m), 7.59(1H,d,J=8Hz), 7.90(2H,d,J=8Hz), 8.40-8.59(2H,m) Preparation 37 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS : 423 (M+1) 1H-NMR (CDCl3) # 1.39(9H,s), 1.41(3H,t,J=8Hz), 3.18(3H,s), 3.21-3.32(2H,m), 4.08(2H,q,J=8Hz), 5.01(1H,q,J=8Hz), 5.44(1H,d,J=8Hz), 6.91(2H,d,J=8Hz), 6.93(1H,s), 7.19(2H,d,J=8Hz), 7.40(1H,d,J=8Hz), 8.38(1H,s), 8.40-8.50(2H,m) Preparation 38 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS : 323 (M+1) 1H-NMR (CDCl3) # 1.41(3H,t,J=8Hz), 3.10-3.20(1H,m), 3.21-3.30(1H,m), 3.28(3H,s), 4.05(2H,q,J=8Hz), 4.13(1H,t,J=8Hz), 6.91(2H,d,J=8Hz), 6.99(1H,s), 7.19(2H,d,J=8Hz), 7.21(1H,t,J=6Hz), 7.40(1H,d,J=8Hz), 8.41(1H,s), 8.49(1H,d,J=6Hz) Preparation 39 The object compound was obtained according to a similar manner to that of Preparation 5. amorphous solid MASS : 429 (M+1) 1H-NMR (CDCl3) # 1.40(9H,s), 2.90-3.12(1H,m), 3.18-3.28(1H,m), 4.59(1H,br s), 4.66-4.88(2H,m), 5.10(1H,d,J=8Hz), 7.10(1H,br s), 7.20(2H,d,J=4Hz), 8.12(2H,d,J=8Hz), 8.37(2H,d,J=8Hz), 8.52(2H,d,J=8Hz) Preparation 40 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS : 424 (M+1) H-NMR (CDCl3) 8 1.39(9H,s), 3.30(2H,d,J=8Hz), 3.31(3H,s), 5.12(1H,q,J=8Hz), 5.38(1H,d,J=8Hz), 7.09(2H,d,J=4Hz), 7.19(1H,s), 7.44(2H,d,J=8Hz), 8.29(2H,d,J=8Hz), 8.49(2H,d,J=4Hz) Preparation 41 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS : 324 (M+1) 1H-NMR (CDCl3) # 3.11-3.21(1H,m), 3.28-3.38(1H,m), 3.42(3H,s), 4.21(1H,t,J=8Hz) 7.09(2H,d,J=6Hz), 7.20(1H,s), 7.49(2H,d,J=8Hz), 8.29(2H,d,J=8Hz), 8.52(2H,d,J=7Hz) Preparation 42 The object compound was obtained according to a similar manner to that of Preparation 1.

MASS (ESI) (m/z) : 491,493 (M+H)+ 1H-NMR (CDCl3,300MHz)6 : 1.41(9H,s), 3.04(2H,d,J=6Hz), 3.75(3H,s), 4.42(1H,br s), 4.54-4.77(2H,m), 5.00(1H,br s), 6.81(2H,d,J=8Hz), 6.85(1H,br s), 7.12(2H,d,J=8Hz), 7.63(2H,d,J=7Hz), 7.80(2H,d,J=7Hz) Preparation 43 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 486,488 (M+H)+ H-NMR (CDCl3,300MHz)d : 1.41(9H,s), 3.00(3H,s), 3.01-3.32(2H,m), 3.76(3H,s), 4.88-5.02(1H,m), 5.57(1H,d,J=8Hz), 6.76(2H,d,J=8Hz), 6.88-7.18(5H,m), 7.51(2H,d,J=8Hz) Preparation 44 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 386,388 (M+H)+ H-NMR (CDCl3,300MHz) 6 : 3.02-3.18(2H,m), 3.20(3H,s), 3.78(3H,s), 4.12(1H,t,J=7Hz), 6.81(2H,d,J=8Hz), 6.98(2H,d,J=8Hz), 7.03(1H,s), 7.15(2H,d,J=8Hz), 7.52(2H,d,J=8Hz) Preparation 45 The object compound was obtained according to a similar manner to that of Preparation 1. amorphous solid MASS : 461 (M+1) H-NMR (CDCl3) 6 : 1.39(9H,s), 3.00-3.20(2H,m), 4.40-4.78(3H,m), 5.03(1H,bs), 6.89(1H,bs), 7.19-7.38(5H,m), 7.63(2H,d,J=8Hz), 7.82(2H,d,J=8Hz) Preparation 46 The object compound was obtained according to a similar manner to that of Preparation 2. mp : 162-164°C MASS : 456 (M+1) 1H-NMR (CDCl3) 6 : 1.41(9H,s), 2.97(3H,s), 3.11(1 x 1/3H,d,J=8Hz), 3.15(1 x 2/3H,d,J=8Hz), 3.31(1 x 2/3H,d,J=8Hz), 3.35(1 x 1/3H,d,J=8Hz), 4.91-5.08(1H,m), 5.59(1H,d,J=8Hz), 6.99-7.07(3H,m), 7.09(2H,d,J=8Hz), 7.18-7.23(3H,m), 7.51(2H,d,J=8Hz) Preparation 47 The object compound was obtained according to a similar manner to that of Preparation 3. oil MASS : 356 (M+1) H-NMR (CDC13) 6 : 3.10-3.25(2H,m), 3.20(3H,s), 4.17(1H,t,J=8Hz), 7.05(1H,s), 7.10(2H,d,J=8Hz), 7.14(2H,d,J=8Hz), 7.20-7.32(3H,m), 7.53(2H,d,J=8Hz) Preparation 48 A solution of potassium tert-butoxide (4.2 g) in anhydrous tetrahydrofuran (70 ml) was cooled under nitrogen atmosphere to -70°C, and a solution of the starting compound (10 g) in anhydrous tetrahydrofuran (35 ml) was added while maintaining the reaction temperature at -70°C. After 30 minutes, this solution was added dropwise to a solution of 4-bromobenzoyl chloride (8.21 g) in anhydrous tetrahydrofuran (24 ml) with stirring while cooling at -70°C on a cooling bath. The reaction mixture was stirred at -70°C for 1 hour and quenched with 3N-hydrochloric acid (100 ml). The cooling bath was removed and the reaction mixture was concentrated to dryness under reduced pressure. The residue was dissolved in water (15 ml) and extracted with diethyl ether (twice). The aqueous layer was concentrated in vacuo, and the residue was dissolved in anhydrous methanol. The precipitated white solid (KCl) was removed by filtration. The filtrate was concentrated in vacuo and the residue was crystallized from tetrahydrofuran/diethyl ether to give the object compound as an off-white solid. mp : 183-188"C MASS : 286 (M+H)+ H-NMR (DMSO-d6, 6) 1.03(3H,t,J=7.0Hz), 4.13(2H,q,J=7.0Hz), 6.24(1H,s), 7.86(2H,d,J=7.5Hz), 8.09(2H,d,J=7.5Hz), 9.10(2H,br s), Preparation 49 The object compound was obtained according to a similar manner to that of Preparation 5. pale yellow amorphous solid MASS : 531 (M-H)+ H-NMR (CDC13, 6) 1.14(3H,t,J=7.0Hz), 1.40(9H,s), 2.97-3.18(2H,m), 4.16(2H,q,J=7.0Hz), 4.49(1H,m), 4.96(1H,m), 6.03(1Hx3/7,d,J=7.0Hz), 6.06(1Hx4/7,d,J=7.0Hz), 7.14-7.31(6H,m), 7.64(2H,d,J=7.5Hz), 7.95(2Hx3/7,d,J=7.5Hz), 7.97(2Hx4/7,d,J=7.5Hz) Preparation 50 The object compound was obtained according to a similar manner to that of Preparation 2. pale yellow amorphous solid MASS : 528 (M+H)+ 'H-NMR (CDCl3, 6) 1.18(3H,t,J=7.0Hz), 1.41(9H,s), 2.69(3H,s), 3.17(1H,dd,J=13.5 and 9,0Hz), 3.37(1H,dd,J=13.5 and 7.0Hz), 4.23(2H,q,J=7.0Hz), 4.98(1H,m), 5.74(1H,d,J=7.5Hz), 6.97-7.08(4H,m), 7.19-7.27(3H,m), 7.55(2H,d,J=7.5Hz) Preparation 51 To a solution of the starting compound (2.0 g) in ethanol (20 ml) was added 1N-sodium hydroxide solution (4.16 ml) with stirring at room temperature. The reaction mixture was stirred at 60°C for 6.5 hours and concentrated in vacuo. Water was added to the residue, and the aqueous solution was washed with ethyl acetate (twice). The aqueous layer was acidified to pH 3 with lN-hydrochloric acid, and extracted with chloroform (twice). The combined extracts were dried over anhydrous magnesium sulfate and concentrated in vacuo to give the object compound (2.13 g) as a pale yellow amorphous solid.

MASS : 498 (M-H)+ H-NMR (DMSO-d6, 6) 1.27(9Hx1/5,s), 1.30(9Hx4/5,s), 3.01(3Hx1/5,s), 3.07(3Hx4/5,s), 3.13-3.21(2H,m), 5.09(1H,m), 6.98-7.31(7H,m), 7.58(2H,d,J=7.5Hz), 8.03(1H,d,J=7.5Hz) Preparation 52 The object compound was obtained according to a similar manner to that of Preparation 5. off-white amorphous solid MASS : 513 (M+H)+ 'H-NMR (CDC13, 6) 1.42(9Hx1/5,s), 1.46(9Hx4/5,s), 2.70(3Hx1/5,s), 2.76(3Hx4/5,s), 2.92(3H,d,J=6.0Hz), 3.09(1H,dd,J=13.5 and 9.0Hz), 3.34(1H,dd,J=13.5 and 6.0Hz), 4.97(1H,m), 5.47(1H,d,J=7.5Hz), 6.97-7.06(3H,m), 7.12(2H,d,J=7.5Hz), 7.19-7.25(3H,m), 7.53(2H,d,J=7.5Hz) Preparation 53 The object compound was obtained according to a similar manner to that of Preparation 3. pale brown oil MASS : 413 (M+H)+ 'H-NMR (CDCl3, 6) 2.91(3H,d,J=4.5Hz), 2.97(3H,s), 3.13(2H,d,J=7.5Hz), 4.17(1H,t,J=7.5Hz), 7.03-7.31(6H,m), 7.19(2H,d,J=7.5Hz), 7.56(2H,d,J=7.5Hz) Preparation 54 The object compound was obtained according to a similar manner to that of Preparation 5. pale yellow amorphous solid MASS : 543 (M+H)+ 'H-NMR (CDCl3, 6) 1.42(9H,s), 2.85(3H,s), 3.15(1H,dd,J=13.5 and 9.0Hz), 3.30(3H,s), 3.34(1H,dd,J=13.5 and 6.0Hz), 3.74(3H,s), 5.00(1H,m), 5.51(1H,d,J=7.5Hz), 6.99-7.06(2H,m), 7.09(2H,d,J=7.5Hz), 7.19-7.27(3H,m), 7.53(2H,d,J=7.5Hz) Preparation 55 The object compound was obtained according to a similar manner to that of Preparation 3. pale yellow oil MASS : 443 (M+H)+ 'H-NMR (CDC13, 6) 3.03(3H,s), 3.12-3.25(2H,m), 3.30(3H,s), 3.77(3H,s), 4.17(1H,t,J=7.0Hz), 7.04-7.11(2H,m), 7.16(2H,d,J=7.5Hz), 7.22-7.32(3H,m), 7.54(2H,d,J=7.5Hz) Preparation 56 The object compound was obtained according to a similar manner to that of Preparation 5. colorless amorphous solid MASS : 527 (M+H)+ 'H-NMR (CDCl3, 6) 1.42(9H,s), 2.88(3H,s), 2.99(3H,s), 3.03(3H,s), 3.13(1H,dd,J=13.5 and 7.5Hz), 3.33(1H,dd,J=13.5 and 6.0Hz), 5.00(1H,m), 5.52(1H,d,J=7.5Hz), 7.00-7.09(2H,m), 7.11(2H,d,J=7.5Hz), 7.20-7.26(3H,m), 7.52(2H,d,J=7.5Hz) Preparation 57 The object compound was obtained according to a similar manner to that of Preparation 3. colorless oil MASS : 427 (M+H)+ 'H-NMR (CDCl3, d) 2.98(3H,s), 3.06(3H,s), 3.07(3H,s), 3.18(2H,d,J=7.5Hz), 4.18(1H,t,J=7.5Hz), 7.04-7.13(2H,m), 7.17(2H,d,J=7.5Hz), 7.22-7.31(3H,m), 7.53(2H,d,J=7.5Hz) Preparation 58 The object compound was obtained according to a similar manner to that of Preparation 5. off-white amorphous solid MASS : 575 (M+H)+ 1H-NMR (CDCl3, #) 1.42(9Hx1/5,s), 1.49(9Hx4/5,s), 2.70(3Hx1/5,s), 2.80(3Hx4/5,s), 3.15(1H,dd,J=13.5 and 9.0Hz), 3.39(1H,dd,J=13.5 and 7.0Hz), 5.01(1H,m), 5.51(1hx4/5,d,J=7.5Hz), 5.76(1Hx1/5,d,J=7.5Hz), 6.99-7.10(4H,m), 7.17(2H,d,J=7.5Hz), 7.19-7.28(4H,m), 7.31(2H,t,J=7.5Hz), 7.56(2H,d,J=7.5Hz), 9.11(1H,s) Preparation 59 The object compound was obtained according to a similar manner to that of Preparation 3. pale yellow oil MASS : 475 (M+H)+ 'H-NMR (CDCl3, d) 3.01(3H,s), 3.16-3.24(2H,m), 4.16-4.26(1H,m), 7.03-7.14(4H,m), 7.22(2H,d,J=7.5Hz), 7.24-7.34(6H,m), 7.58(2H,d,J=7.5Hz), 9.19(1H,s) Preparation 60 To a solution of the starting compound (2.65 g) and triethylamine (1.5 ml) in tetrahydrofuran (10 ml) was added isobutyl chloroformate (1.3 ml) at -10°C, and the mixture was stirred at -10°C for 10 minutes. To the solution was added dropwise a solution of o- phenylenediamine (1.15 g) in tetrahydrofuran (10 ml) at -5°C. The mixture was allowed to warm to room temperature and stirred for 1 hour. The mixture was concentrated, then the residue was poured into a saturated sodium hydrogencarbonate solution and extracted three times with chloroform. The organic layer was washed with brine, dried over magnesium sulfate, and filtered. Evaporation of the solvent gave the object compound as an oil (4.11 g).

MASS (ESI) (m/z) : 356 (M+H)+ 'H-NMR (CDC13,300MHz)d 1.40(9Hx1/3,s), 1.42(9Hx2/3,s), 3.03-3.28(2H,m), 4.38-4.52(1H,m), 5.05-5.26(1H,br s), 6.65-7.42(10H,m) Preparation 61 A solution of the starting compound (3.55 g) in acetic acid (1 ml) and ethanol (10 ml) was refluxed for 4 hours. The mixture was concentrated, neutralized with 1N sodium hydroxide solution, and extracted three times with chloroform. The organic layer was washed successively with 1N hydrochloric acid, a saturated sodium hydrogencarbonate solution and brine, then dried over magnesium sulfate, filtered and concentrated. The residue was purified by column chromatography (silica gel, chloroform/methanol=50/1) to give the object compound as a white powder (2.69 g).

MASS (ESI) (m/z) : 338 (M+H)+ 'H-NMR (CDC13,300MHz)6 1.36(9Hx1/2,s), 1.39(9Hxl/2,s), 2.95-3.46(2H,m), 4.41-4.55(1Hx1/2,m), 5.06-5.22(1Hx1/2,m), 5.30(1Hx1/2,br s), 5.73(1Hx1/2,d,J=8Hz), 7.02-7.38(9H,m), 7.68(1Hx1/2,br s), 8.46(1Hx1/2,br s) Preparation 62 To a suspension of the starting compound (500 mg) and potassium carbonate (614 mg) in N,N-dimethylformamide (5 ml) was added methyl iodide (0.28 ml) at room temperature under nitrogen atmosphere. The reaction mixture was heated at 30"C for 3 hours. After being cooled to room temperature, the mixture was diluted with chloroform. The organic layer was washed with water and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated in vacuo. The residue was purified by flash column chromatography over silica gel with chloroform-methanol (30:1) as eluent to give the object compound (264 mg) as a colorless solid. mp : 186-189"C MASS : 352 (M+H)+ 'H-NMR (DMSO-d6, 6) 1.12(9Hx1/8,s), 1.28(9Hx7/8,s), 3.14-3.30(2H,m), 3.60(3Hx1/8,s), 3.62(3Hx7/8,s), 5.11(1H,m), 7.11-7.29(7H,m), 7.47(1H,d,J=7.5Hz), 7.54(1H,d,J=7.5Hz), 7.61(1H,d,J=7.5Hz) Preparation 63 The object compound was obtained according to a similar manner to that of Preparation 3. pale yellow oil MASS : 252 (M+H)+ 'H-NMR (CDCl3, 6) 3.19(1H,dd,J=13.5 and 7.5Hz), 3.27(1H,dd,J=13.5 and 7.5Hz), 3.46(3H,s), 4.35(1H,t,J=7.5Hz), 7.06-7.12(2H,m), 7.19-7.30(6H,m), 7.77(1H,m) Preparation 64 The object compound was obtained according to a similar manner to that of Preparation 5. pale yellow solid mp : 153-155tC MASS : 447 (M+H)+ H-NMR (CDCl3, 6) 1.41(9H,s), 4.63(1H,dd,J=19.5 and 5.5Hz), 4.77(1H,dd,J=19.5 and 5.5Hz), 5.24(1H,m), 5.71(1H,br d,J=5.5Hz), 6.79(1H,m), 7.29-7.44(5H,m), 7.63(2H,d,J=7.5Hz), 7.80(2H,d,J=7.5Hz) Preparation 65 The object compound was obtained according to a similar manner to that of Preparation 2. pale yellow amorphous solid MASS : 442 (M+H)+ 'H-NMR (CDCl3, 6) 1.43(9H,s), 3.40(3H,s), 5.96(1H,d,J=7.5Hz), 6.20(1H,d,J=7.5Hz), 7.06(1H,s), 7.20(2H,d,J=7.5Hz), 7.27-7.37(5H,m), 7.53(2H,d,J=7.5Hz) Preparation 66 The object compound was obtained according to a similar manner to that of Preparation 3. brown oil MASS : 342 (M+H)+ H-NMR (CDCl3, d) 3.35(3H,s), 5.21(1H,s), 7.08(1H,s), 7.20(2H,d,J=7.5Hz), 7.23-7.40(5H,m), 7.53(2H,d,J=7.5Hz) Preparation 67 The object compound was obtained according to a similar manner to that of Preparation 1. amorphous solid MASS : 417 (M+1) H-NMR (CDCl3) 6 : 1.40(9H,s), 3.11(2H,d,J=8Hz), 4.40-4.60(1H,m), 4.60-4.78(2H,m), 5.00(1H,bs), 6.84(1H,bs), 7.17-7.36(5H,m), 7.49(2H,d,J=8Hz), 7.90(2H,d,J=8Hz) Preparation 68 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS : 412 (M+1) H-NMR (CDCl3) 6 : 1.41(9H,s), 2.92(3H,s), 3.00-3.20(1H,m), 3.24-3.40(1H,m), 5.00(1H,q,J=8Hz), 5.59(1H,d,J=8Hz), 7.00-7.10(3H,m), 7.14(2H,d,J=8Hz), 7.18-7.30(3H,m), 7.37(2H,d,J=8Hz) Preparation 69 The object compound was obtained according to a similar manner to that of Preparation 3. oil MASS : 312 (M+1) 1H-NMR (CDCl3) 6 : 3.10-3.28(2H,m), 3.18(3H,s), 4.10-4.24(1H,m), 7.08(2H,d,J=8Hz), 7.11(1H,s), 7.21(2H,d,J=8Hz), 7.22-7.33(3H,m), 7.39(2H,d,J=8Hz) Preparation 70 The object compound was obtained according to a similar manner to that of Preparation 5. pale yellow oil MASS : 395 (M+H)+ 1H-NMR (CDCl3, 6) 1.49(9H,s), 3.03-3.47(2H,m), 4.49-4.77(4H,m), 5.03(1H,m), 6.87(1H,m), 7.03-7.27(4H,m), 7.46(2H,t,J=7.5Hz), 7.60(1H,t,J=7.5Hz), 7.90(2H,d,J=7.5Hz) Preparation 71 The object compound was obtained according to a similar manner to that of Preparation 2. pale brown oil MASS : 390 (M+H)+ H-NMR (CDCl3, 6) 1.46(9H,s), 3.31(1H,dd,J=16.0 and 7.0Hz), 3.52(1H,dd,J=16.0 and 2.5Hz), 3.60(3H,s), 4.01(1H,d,J=16.0z), 4.51-5.93(2H,m), 6.91(lH,s), 7.05(1H,d,J=7.5Hz), 7.11-7.49(8H,m) Preparation 72 The object compound was obtained according to a similar manner to that of Preparation 3. pale brown solid mp : 162-165°C MASS : 290 (M+H)+ H-NMR (CDCl3, 6) 3.10(1H,dd,J=16.0 and 3.0Hz), 3.55(1H,dd,J=16.0 and 11.5Hz), 3.72(3H,s), 4.05-4.28(3H,m), 7.03(1H,s), 7.08(1H,m), 7.12-7.21(3H,m), 7.32-7.49(5H,m) Preparation 73 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 436 (M+H)+ H-NMR (CDCl3,300MHz) # 1.42(9H,s), 3.12-3.45(2H,m), 3.73(3H,s), 4.44-4.61(lH,m), 4.62(2H,d,J=2Hz), 5.18(1H,br d,J=8Hz), 6.82(1H,br t,J=2Hz), 6.94(1H,s), 7.01-7.30(3H,m), 7.41-7.66(4H,m), 7.90(2H,d,J=8Hz) Preparation 74 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 431 (M+H)+ H-NMR (CDCl3,300MHz) 6 1.41(9H,s), 2.87(3H,s), 3.18-3.58(2H,m), 3.70(3H,s), 5.00-5.13(1H,m), 5.70(1H,br d,J=8Hz), 6.80(1H,s), 6.91-7.40(10H,m) Preparation 75 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 331 (M+H)+ H-NMR (CDCl3,300MHz)d 3.22-3.43(2H,m), 3.25(3H,s), 3.74(3H,s), 4.25(1H,t,J=7Hz), 6.87(1H,s), 7.00-7.48(10H,m) Preparation 76 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 506, 508 (M+H)+ H-NMR (CDCl3,300MHz)d 1.39(9H,s), 3.13(1H,dd,J=13 and 8Hz), 3.29(1H,dd,J=13 and 6Hz), 4.46-4.78(3H,m), 5.1O(1H,br d,J=8Hz), 6.98(1H,br s), 7.39(2H,d,J=8Hz), 7.64(2H,d,J=8Hz), 7.80(2H,d,J=8Hz), 8.16(2H,d,J=8Hz) Preparation 77 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 501, 503 (M+H)+ H-NMR (CDCl3,300MHz)d 1.39(9H,s), 3.28(3H,s), 3.32-3.50(2H,m), 5.03-5.17(1H,m), 5.33(1H,br d,J=8Hz), 7.02(1H,s), 7.13(2H,d,J=8Hz), 7.32(2H,d,J=8Hz), 7.56(2H,d,J=8Hz), 8.11(2H,d,J=8Hz) Preparation 78 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 401, 403 (M+H)+ 'H-NMR (CDCl3,300MHz)o 3.25(1H,dd,J=13 and 7Hz), 3.36(3H,s), 3.41(1H,dd,J=13 and 7Hz), 4.20(1H,t,J=7Hz), 7.03(1H,s), 7.17(2H,d,J=8Hz), 7.31(2H,d,J=8Hz), 7.55(2H,d,J=8Hz), 8.15(2H,d,J=8Hz) Preparation 79 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 458 (M+H)+ tH-NMR (CDCl3,300MHz)d 1.42(9H,s), 2.93-3.15(2H,m), 3.77(3H,s), 4.34-4.51(1H,m), 4.62-4.86(2H,m), 5.00(1H,br d,J=8Hz), 6.82(2H,d,J=8Hz), 6.88(iH,br s), 7.13(2H,d,J=8Hz), 8.11(2H,d,J=8Hz), 8.35(2H,d,J=8Hz) Preparation 80 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 453 (M+H)+ 'H-NMR (CDC13,300MHz)d 1.42(9H,s), 3.02-3.33(2H,m), 3.08(3H,s), 3.76(3H,s), 4.90-5.05(1H,m), 5.55(1H,br d,J=8Hz), 6.77(2H,d,J=8Hz), 6.94(2H,d,J=8Hz), 7.19(1H,s), 7.41(2H,d,J=8Hz), 8.26(2H,d,J=8Hz) Preparation 81 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 353 (M+H)+ H-NMR (CDCl3,300MHz) # 3.02-3.21(2H,m), 3.29(3H,s), 3.78(3H,s), 4.14(1H,t,J=7Hz), 6.82(2H,d,J=8Hz), 7.00(2H,d,J=8Hz), 7.20(1H,s), 7.46(2H,d,J=8Hz), 8.28(2H,d,J=8Hz) Preparation 82 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 477, 479 (M+H)+ H-NMR (CDCl3,300MHz) # 1.41(9H,s), 3.78(3H,s), 4.56-4.82(2H,m), 5.19(1H,br s), 5.66(1H,br d,J=8Hz), 6.80(1H,br s), 6.89(2H,d,J=8Hz), 7.32(2H,d,J=8Hz), 7.63(2H,d,J=8Hz), 7.89(2H,d,J=8Hz) Preparation 83 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 472, 474 (M+H)+ H-NMR (CDCl3,300MHz) # 1.41(9H,s), 3.37(3H,s), 3.78(3H,s), 5.91(lH,br d,J=8Hz), 6.18(1H,br d,J=8Hz), 6.86(2H,d,J=8Hz), 7.06(1H,s), 7.19(2H,d,J=8Hz), 7.25(2H,d,J=8Hz), 7.53(2H,d,J=8Hz) Preparation 84 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 372, 374 (M+H)+ H-NMR (CDCl3,300MHz) # 3.33(3H,s), 3.78(3H,s), 5.15(1H,s), 6.87(2H,d,J=8Hz), 7.05(1H,s), 7.19(2H,d,J=8Hz), 7.23(2H,d,J=8Hz), 7.52(2H,d,J=8Hz) Preparation 85 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 479, 481 (M-H)- rH-NMR (CDCl3,300MHz)d 1.41(9H,s), 4.55-4.82(2H,m), 5.24(1H,br s), 5.76(1H,br d,J=8Hz), 6.81(1H,br s), 7.28-7.41(4H,m), 7.63(2H,d,J=8Hz), 7.79(2H,d,J=8Hz), Preparation 86 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 476, 478 (M+H)+ H-NMR (CDCl3,300MHz)d 1.41(9H,s), 3.40(3H,s), 5.91(1H,br d,J=8Hz), 6.25(1H,br d,J=8Hz), 7.04(1H,s), 7.18(2H,d,J=8Hz), 7.23-7.36(4H,m), 7.55(2H,d,J=8Hz) Preparation 87 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 376, 378 (M+H)+ 1H-NMR (CDCl3,300MHz) # 3.35(3H,s), 5.20(1H,s), 7.05(1H,s), 7.19(2H,d,J=8Hz), 7.22-7.38(4H,m), 7.54(2H,d,J=8Hz) Preparation 88 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 471 (M-H)- H-NMR (CDCl3,300MHz)d 1.41(9H,s), 3.09-3.39(2H,m), 4.48-4.62(1H,m), 4.65-4.88(2H,m), 5.O4(1H,br d,J=8Hz), 6.97(1H,br s), 7.41(2H,d,J=8Hz), 8.12(2H,d,J=8Hz), 8.17(2H,d,J=8Hz), 8.35(2H,d,J=8Hz) Preparation 89 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 468 (M+H)+ H-NMR (CDC13,300MHz)d 1.39(9H,s), 3.31-3.51(2H,m), 3.39(3H,s), 5.09-5.22(1H,m), 5.33(1H,br d,J=8Hz), 7.18(1H,s), 7.33(2H,d,J=8Hz), 7.45(2H,d,J=8Hz), 8.11(2H,d,J=8Hz), 8.28(2H,d,J=8Hz) Preparation 90 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 368 (M+H)+ H-NMR CDCl3,300MHz) # 3.26(1H,dd,J=13 and 7Hz), 3.45(1H,dd,J=13 and 7Hz), 3.50(3H,s), 4.25(1H,t,J=7Hz), 7.20(1H,s), 7.35(2H,d,J=8Hz), 7.49(2H,d,J=8Hz), 8.15(2H,d,J=8Hz), 8.29(2H,d,J=8Hz) Preparation 91 To an ice-cooled solution of the starting compound (5.32 g) and N,N-diisopropylethylamine (9.6 ml) in N,N-dimethylformamide (27 ml) was added diphenylphosphoryl azide (6.04 g). After 5 minutes, 2- amino-4'-nitroacetophenone hydrochloride (4.53 g) was added portionwise to the above solution, and the resulting deep-colored mixture was stirred at room temperature for 1 hour. A saturated aqueous sodium hydrogencarbonate solution was added to the mixture, and then the mixture was extracted three times with ethyl acetate.

The organic layer was washed successively with water and brine, dried over magnesium sulfate, filtered, and concentrated. The residue was purified by column chromatography (silica gel, hexane/ethyl acetate=1/1) to give the object compound as a deep-red oil (5.96 g).

MASS (ESI) (m/z) : 429 (M+H)+ H-NMR (CDCl3,300MHz)6 1.46(9H,s), 3.20-3.43(2H,m), 4.62-4.78(3H,m), 6.43(iH,br d,J=8Hz), 7.12-7.27(2H,m), 7.56-7.67(1H,m), 8.04(1H,br s), 8.10(2H,d,J=8Hz), 8.32(2H,d,J=8Hz), 8.54(1H,d,J=5Hz) Preparation 92 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 424 (M+H)+ 1H-NMR (CDCl3,300MHz) # 1.38(9H,s), 3.38-3.50(2H,m), 3.53(3H,s), 5.37-5.51(1H,m), 5.54(1H,br d,J=8Hz), 7.05-7.20(3H,m), 7.46(2H,d,J=8Hz), 7.55(1H,t,J=8Hz), 8.27(2H,d,J=8Hz), 8.52(1H,d,J=5Hz) Preparation 93 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 324 (M+H)+ H-NMR (CDCl3,300MHz) 6 3.27-3.50(2H,m), 3.61(3H,s), 4.62(1H,dd,J=8 and 6Hz), 7.11-7.22(3H,m), 7.50(2H,d,J=8Hz), 7.61(1H,t,J=7Hz), 8.29(2H,d,J=8Hz), 8.58(1H,d,J=5Hz) Preparation 94 The object compound was obtained according to a similar manner to that of Preparation 91.

MASS (ESI) (m/z) : 429 (M+H)+ 1H-NMR (CDC13,300MHz)d 1.45(9H,s), 3.18-3.42(2H,m), 4.61-4.78(3H,m), 6.43(lH,br d,J=8Hz), 7.10-7.29(2H,m), 7.55-7.67(1H,m), 8.05(1H,br s), 8.09(2H,d,J=8Hz), 8.32(2H,d,J=8Hz), 8.54(1H,d,J=5Hz) Preparation 95 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 424 (M+H)+ H-NMR (CDCl3,300MHz) d 1.36(9H,s), 3.38-3.50(2H,m), 3.53(3H,s), 5.36-5.54(2H,m), 7.06-7.18(3H,m), 7.46(2H,d,J=8Hz), 7.56(1H,t,J=8Hz), 8.27(2H,d,J=8Hz), 8.52(1H,d,J=5Hz) Preparation 96 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 324 (M+H)+ H-NMR (CDCl3,300MHz) 6 3.28-3.51(2H,m), 3.62(3H,s), 4.62(1H,dd,J=8 and 6Hz), 7.11-7.22(3H,m), 7.50(2H,d,J=8Hz), 7.60(1H,t,J=7Hz), 8.29(2H,d,J=8Hz), 8.58(1H,d,J=5Hz) Preparation 97 The object compound was obtained according to a similar manner to that of Preparation 91. oil MASS : 399 (M+1) 1H-NMR (CDC13) d 1.45(9H,s), 2.62(3H,s), 3.20-3.30(1H,m), 3.31-3.42(1H,m), 4.68(2H,d,J=4Hz), 4.62-4.73(1H,m), 6.43(1H,br s), 7.11-7.30(3H,m), 7.60(1H,t,J=8Hz), 7.99(1H,br s), 8.09(1H,d,J=8Hz), 8.57(1H,d,J=4Hz), 9.02(1H,s) Preparation 98 The object compound was obtained according to a similar manner to that of Preparation 2. oil MASS : 394 (M+1) 1H-NMR (CDCl3) 6 1.33(9H,s), 2.60(3H,s), 3.40(3H,s), 3.42(2H,d,J=8Hz), 5.40(1H,q,J=8Hz), 5.49(1H,d,J=8Hz), 7.01(1H,s), 7.07-7.19(2H,m), 7.20(1H,d,J=8Hz), 7.49-7.59(2H,m), 8.42(1H,d,J=2Hz), 8.52(1H,d,J=2Hz) Preparation 99 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS : 294 (M+1) H-NMR (CDCl3) 6 2.59(3H,s), 3.29-3.50(2H,m), 3.51(3H,s), 4.60(1H,t,J=8Hz), 7.02(1H,s), 7.10-7.22(3H,m), 7.50-7.63(2H,m), 8.48(1H,s), 8.58(1H,d,J=4Hz), Preparation 100 The object compound was obtained according to a similar manner to that of Preparation 91. oil MASS : 385 (M+1) 1H-NMR (CDCl3) 6 1.41(9H,s), 3.21-3.41(2H,m), 4.68(1H,br s), 4.70(2H,d,J=6Hz), 6.42(1H,br s), 7.11-7.23(2H,m), 7.42(1H,dd,J=8 and 6Hz), 7.61(1H,t,J=8Hz), 8.02(1H,br s), 8.20(1H,dd,J=8 and 2Hz), 8.54(1H,d,J=2Hz), 8.81(1H,d,J=2Hz), 9.16(1H,d,J=2Hz) Preparation 101 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS : 380 (M+1) 1H-NMR (CDCl3) # 1.38(9H,s), 3.40-3.50(2H,m), 3.43(3H,s), 5.41(1H,q,J=8Hz), 5.50(1H,d,J=8Hz), 7.07(1H,s), 7.11(2H,t,J=8Hz), 7.35(1H,dd,J=8 and 6Hz), 7.55(1H,t,J=8Hz), 7.61(1H,d,J=8Hz), 8.49-8.62(3H,m) Preparation 102 The object compound was obtained according to a similar manner to that of Preparation 8.

MASS : 280 (M+1) H-NMR (CDCl3) d 3.30-3.39(1H,m), 3.40-3.49(1H,m), 3.52(3H,s), 4.60(1H,dd,J=8 and 6Hz), 7.09(1H,s), 7.10-7.19(2H,m), 7.37(1H,dd,J=8 and 6Hz), 7.59(1H,d,J=8Hz), 7.63(1H,dd,J=8 and 2Hz), 8.53-8.62(3H,m) Preparation 103 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 469 (M-H)- 1H-NMR (CDCl3,300MHz)d 1.42(9H,s), 1.45(3H,t,J=7Hz), 3.01(2H,d,J=7Hz), 4.11(2H,q,J=7Hz), 4.29-4.52(1H,m), 4.53-4.74(2H,m), 4.94-5.12(1H,m), 5.90(2H,s), 6.59-6.78(3H,m), 6.93(1H,br s), 6.94(2H,d,J=8Hz), 7.92(2H,d,J=8Hz) Preparation 104 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 466 (M+H)+ 1H-NMR (CDCl3,300MHz) # 1.41(9H,s), 1.42(3H,t,J=7Hz), 3.01-3.28(2H,m), 3.08(3H,s), 4.05(2H,q,J=7Hz), 4.87-5.01(1H,m), 5.56(1H,br d,J=8Hz), 5.90(2H,s), 6.51(1H,d,J=8Hz), 6.52(1H,s), 6.68(1H,d,J=8Hz), 6.91(2H,d,J=8Hz), 6.96(1H,s), 7.17(2H,d,J=8Hz) Preparation 105 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 366 (M+H)+ 1H-NMR (CDCl3,300MHz)d 1.44(3H,t,J=7Hz), 2.98-3.20(2H,m), 3.25(3H,s), 4.07(2H,q,J=7Hz), 4.09(1H,t,J=7Hz), 5.91(2H,s), 6.55(1H,d,J=8Hz), 6.58(1H,s), 6.72(1H,d,J=8Hz), 6.92(2H,d,J=8Hz), 6.97(1H,s), 7.19(2H,d,J=8Hz) Preparation 106 The object compound was obtained according to a similar manner to that of Preparation 2 except that ethylamine was used instead of methylamine.

MASS (ESI) (m/z) : 438 (M+H)+ H-NMR (CDCl3,300MHz)6 1.14(3H,t,J=7Hz), 1.36(9H,s), 3.35-3.57(2H,m), 3.92-4.18(2H,m), 5.32-5.52(2H,m), 7.05-7.18(3H,m), 7.49(2H,d,J=8Hz), 7.50-7.60(1H,m), 8.28(2H,d,J=8Hz), 8.53(1H,d,J=5Hz) Preparation 107 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 338 (M+H)+ H-NMR (CDCl3,300MHz) 6 1.20(3H,t,J=7Hz), 3.29-3.52(2H,m), 3.94-4.20(2H,m), 4.62(1H,t,J=7Hz), 7.09-7.20(3H,m), 7.51(2H,d,J=8Hz), 7.53-7.63(1H,m), 8.28(2H,d,J=8Hz), 8.58(1H,d,J=5Hz) Preparation 108 To a solution of the starting compound (50.25 g) in acetic acid (400 ml) was added 30% hydrogen bromide/acetic acid (d 1.35, 80 ml).

Bromine (40.9 g) was added dropwise to the mixture for 20 minutes while the temperature of the reaction mixture was maintained between 20-25"C. After the addition was complete, the mixture was heated at 50"C for 1 hour and allowed to cool to room temperature. The mixture was diluted with diisopropyl ether (400 ml) and the product was filtered and washed with diisopropyl ether. Recrystallization from methanol (750 ml) gave the object compounhd as a white powder (68.83 g).

MASS (ESI)(m/z) : 265, 267 (free, M+H)+ H-NMR (DMSO-d6, 300MHz) 6 : 5.01(2H,s), 7.94(1H,s), 8.02(2H,d,J=8Hz), 8.24(2H,d,J=8Hz), 8.41(1H,s), 9.89(1H,s) Preparation 109 To a suspension of the starting compound (48.7 g) in N,N- dimethylformamide (500 ml) was added sodium azide (9.15 g) at 5 °C.

The mixture was stirred at the same temperature for 30 minutes, then at room temperature for 1 hour. The mixture was poured into diluted sodium hydrogencarbonate solution (1.6 L) and extracted three times with ethyl acetate. The extract was washed twice with brine and dried over magnesium sulfate. Evaporation of the solvent gave the object compound as a white solid (18.9g).

MASS (ESI)(m/z) : 228 (M+H)+ H-NMR (DMSO-d6, 300MHz) 6 : 4.92(2H,s), 7.16(1H,s), 7.88(2H,d,J=8Hz), 7.92(1H,s), 8.07(2H,d,J=8Hz), 8.46(lH,s) Preparation 110 A solution of the starting compound (18.9 g) in a mixture of 2N hydrochloric acid (90 ml) and methanol (90 ml) was hydrogenated (3 atm) over 10 palladium on carbon (1.9 g) at room temperature for 3 hours. After the catalyst was filtered off, the filtrate was concentrated to give a white powder. The white powder was collected by filtration, washed with methanol and dried in vacua to give the object compound (16.0 g).

MASS (ESI)(m/z) : 202 (free, M+H)+ H-NMR (DMSO-d6, 300MHz) 6 : 4.67(2H,q,J=5Hz), 7.89(1H,s), 8.08(2H,d,J=8Hz), 8.27(2H,d,J=8Hz), 8.41(1H,s), 8.52(3H,br s), 9.78(1H,s) Preparation 111 The object compound was obtained according to a similar manner to that of Preparation 5. oil MASS : 450 (M+1) H-NMR (CDCl3) 6 1.42(9H,s), 3.20-3.30(1H,m), 3.31-3.42(1H,m), 4.62-4.73(1H,m), 4.70(2H,d,J=6Hz), 6.42(1H,br s), 7.15(1H,t,J=6Hz), 7.21(1H,d,J=6Hz), 7.23(1H,s), 7.33(1H,s), 7.50(2H,d,J=8Hz), 7.60(1H,t,J=8Hz), 7.97(1H,s), 8.00(1H,br s), 8.08(2H,d,J=8Hz), 8.57(1H,d,J=8Hz) Preparation 112 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS : 445 (M+1) H-NMR (CDCl3) 6 1.38(9H,s), 3.39-3.52(2H,m), 3.49(3H,s), 5.38-5.52(1H,m), 5.49(1H,br s), 7.01(1H,s), 7.12(2H,d,J=8Hz), 7.22(2H,d,J=8Hz), 7.30(1H,s), 7.38-7.50(3H,m), 7.57(1H,t,J=8Hz), 7.90(1H,s), 8.53(1H,d,J=2Hz) Preparation 113 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS : 345 (M+1) H-NMR (CDCl3) 6 3.29-3.39(1H,m), 3.40-3.50(1H,m), 3.55(3H,s), 4.58-4.65(1H,m), 7.09(1H,s), 7.15(2H,d,J=8Hz), 7.23(2H,d,J=8Hz), 7.31(1H,s), 7.41-7.48(3H,m), 7.61(1H,t,J=8Hz), 7.90(1H,s), 8.59(1H,d,J=2Hz) Preparation 114 The object compound was obtained according to a similar manner to that of Preparation 5 except that a mixture of dichloromethane and dimethylformamide was used instead of dichloromethane.

MASS (ESI) (m/z) : 430 (M+H)+ H-NMR (CDCl3,300MHz) 6 1.40(9H,s), 2.52(3H,s), 2.98-3.28(2H,m), 4.48-4.79(3H,m), 5.06(1H,br d,J=8Hz), 7.04(1H,br s), 7.16(2H,d,J=5Hz), 7.28(2H,d,J=8Hz) 7.85 (2H,d,J=8Hz), 8.51 (2H,d,J=SHz) Preparation 115 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 425 (M+H)+ H-NMR (CDC13,300MHz)d 1.39 (9H,s), 2.50(3H, s), 3.21(3H, s) 3.23-3.34(2H,m), 5.01-5.15(1H,m), S.40(1H,br d,J=8Hz) 7.00(1H,s), 7.06(2H,d,J=6Hz), 7.17(2H,d,J=8Hz) 7.28(2H,d,J=8Hz), 8.47(2H,d,J=6Hz) Preparation 116 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 325 (M+H)+ 1H-NMR (CDCl3,300MHz) # 2.50(3H,s), 3.09-3.35(2H,m), 3.31(3H,s) 4.19(1H,d,J=7Hz), 7.02(1H,s), 7.06(2H,d,J=6Hz), 7.13-7.33(4H,m), 8.50(2H,d,J=6Hz) Preparation 117 To an ice-cooled solution of the starting compound (172 mg) in acetic acid (0.8 ml)- water (0.8 ml) was added potassium permanganate (69 mg), and the mixture was stirred under ice-cooling for 30 minutes.

2-Propanol was added to the mixture and the mixture was stirred for 5 minutes. The mixture was diluted with ethyl acetate and neutralized with 1N sodium hydroxide solution. After the precipitate formed was filtered off, the filtrate was extracted three times with ethyl acetate.

The organic layer was washed with brine and dried over magnesium sulfate. Evaporation of the solvent gave the object compound as a white powder (214 mg).

MASS (ESI) (m/z) : 457 (M+H)+ H-NMR (CDCl3,300MHz)d 1.39(9H,s), 3.08(3H,s), 3.22-3.38(2H,m), 3.37(3H,s), 5.09-5.25(1H,m) 6.35(1H, br d,J=8Hz), 7.03-7.22(3H, broad), 7.46(2H,d,J=8Hz), 8.00(2H,d,J=8Hz) 8.38-8.61(2H, broad) Preparation 118 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 357 (M+H)+ H-NMR (CDCl3,300MHz) # 3.09(3H,s), 3.12-3.38(2H,m) 3.40(3H,s), 4.28(1H,t,J=7Hz), 7.08(2H,d,J=6Hz), 7.15(1H,s) 7.50(2H,d,J=8Hz), 7.99(2H,d,J=8Hz), 8.50(2H,d,J=6Hz) Preparation 119 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 427 (M+H)+ H-NMR (CDCl3,300MHz) # 1.43(9H,s), 3.04(6H,s), 3.18-3.43(2H,m), 4.56(2H,d,J=5Hz), 4.61-4.74(1H,m), 6.36(1H,br d,J=8Hz), 6.62 (2H,d,J=8Hz), 7.11(lH,dd,J=8 and 5Hz), 7.20(1H,d,J=8Hz) 7.58(1H,t,J=8Hz), 7.80(1H,br d,J=8Hz), 7.81(2H,d,J=8Hz), 8.54(1H,d,J=5Hz) Preparation 120 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 422 (M+H)+ H-NMR (CDCl3,300MHz) # 1.35(9H,s), 2.98(6H,s), 3.37(3H,s), 3.38-3.48(2H,m), 5.28-5.42(1H,m), 5.46(1H,br d,J=8Hz), 6.72(2H,d,J=8Hz), 6.89(1H,s), 7.03-7.11(2H,m), 7.13(2H,d,J=8Hz), 7.52(1H,t,J=8Hz), 8.52(1H,d,J=5Hz) Preparation 121 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 322 (M+H)+ H-NMR (CDC13,300MHz) 6 2.98(6H,s), 3.23-3.43(2H,m), 3.44(3H,s), 4.55(1H,dd,J=8 and 5Hz), 6.74(2H,d,J=8Hz), 6.91(1H,s), 7.07-7.16(2H,m), 7.18(2H,d,J=8Hz), 7.58(1H,t,J=8Hz), 8.57(1H,d,J=5Hz) Preparation 122 The object compound was obtained according to a similar manner to that of Preparation 91.

MASS (ESI) (m/z) : 429 (M+H)+ H-NMR (CDCl3,300MHz)d 1.45(9H,s), 3.18-3.42(2H,m), 4.60-4.77(1H,m), 4.72(2H,d,J=5Hz), 6.42(1H,br d,J=8Hz), 7.16(1H,dd,J=8 and 5Hz), 7.21(1H,d,J=8Hz), 7.60(1H,t,J=8Hz), 7.70(1H,t,J=8Hz), 8.04(1H,br s), 8.24(1H,dd,J=8 and 2Hz), 8.45(1H,dd,J=8 and 2Hz), 8.54(1H,d,J=5Hz), 8.76(1H,t,J=2Hz) Preparation 123 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 424 (M+H)+ H-NMR (CDCl3,300MHz) # 1.38(9H,s), 3.38-3.51(2H,m), 3.50(3H,s), 5.36-5.50(1H,m), 5.52(1H,br d,J=8Hz), 7.09(1H,s), 7.10-7.19(2H,m), 7.50-7.68(3H,m), 8.11-8.23(2H,m), 8.53(1H,d,J=5Hz) Preparation 124 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 324 (M+H)+ H-NMR (CDCl3,300MHz)d 3.30-3.51(2H,m), 3.58(3H,s), 4.68(1H,dd,J=8 and 5Hz), 7.04-7.21(2H,m), 7.12(1H,s), 7.52-7.72(3H,m), 8.11-8.25(2H,m), 8.57(1H,d,J=5Hz) Preparation 125 To a solution of the starting compound (1.92 g) in carbon tetrachloride (19 ml) were added N-bromosuccinimide (3.34 g) and 2,2'- azobis(2,4-dimethyl-4-methoxyvaleronitrile) (Wako V-70, 153 mg), and the mixture was heated at 50°C for 15 minutes. After the precipitate formed was filtered off, the residue was purified by column chromatography (silica gel, hexane/ethyl acetate = 1/1) to give the object compound as a red oil (806 mg).

MASS (ESI) (m/z) : 202,204 (M+H)+ 1H-NMR (CDCl3,300MHz)d 3.89(3H,s), 4.61(2H,s), 7.28(1H,dd,J=8 and 2Hz), 7.3(1H,d,J=8Hz), 8.26(1H,d,J=2Hz) Preparation 126 In a nitrogen atmosphere, an ice-cooled solution of diethyl acetamidomalonate (758 mg) in N,N-dimethylformamide (3.5 ml) was added potassium tert-butoxide (437 mg), and the mixture was stirred under ice- cooling for 1.5 hours. To the mixture was added the starting compound (726 mg), and the mixture was heated at 60 "C for 1 hour. A saturated sodium hydrogencarbonate solution was added to the mixture, and the mixture was extracted three times with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated. The residue was purified by column chromatography (silica gel, hexane/ethyl acetate = 1/2) to give the object compound as white crystals (362 mg).

MASS (ESI) (m/z) : 339 (M+H)+ 'H-NMR (CDC13,300MHz)d 1.28(6H,t,J=7Hz), 1.95(3H,s), 3.75(2H,s), 3.81(3H,s), 4.28(4H,q,J=7Hz), 6.78(1H,br s), 6.99(1H,d,J=8Hz), 7.08(1H,dd,J=8 and 2Hz), 8.13(1H,d,J=2Hz) Preparation 127 A mixture of the starting compound (345 mg) and 6N hydrochloric acid (1.7 ml) was heated under reflux for 2 hours. The solvent was evaporated to give the object compound as a pale yellow powder (285 mg).

MASS (ESI) (m/z) : 197 (free, M+H)+ H-NMR (D20,300MHz)d 3.63(2H,d,J=7Hz), 4.01(3H,s), 4.46(1H,t,J=7Hz), 7.96(1H,d,J=8Hz), 8.15(1H,dd,J=8 and 2Hz), 8.45(1H,d,J=2Hz) Preparation 128 To an ice-cooled solution of the starting compound (238 mg) in 1N sodium hydroxide solution (3.0 ml) - 1,4-dioxane (0.6 ml) was added di- tert-butyl dicarbonate (263 mg), and the mixture was stirred at room temperature for 12 hours. After the mixture was concentrated, citric acid monohydrate (93 mg) was slowly added to the mixture. The mixture was extracted three times with chloroform. The organic layer was dried over magnesium sulfate. Evaporation of the solvent gave the object compound as a white powder (194 mg).

MASS (ESI) (m/z) : 297 (M+H)+ 1H-NMR (CHCl3,300MHz) 6 1.44(9H,s), 3.19-3.41(2H,m), 3.87(3H,s), 4.34-4.48(1H,m), 5.86(1H,br d, J=8Hz), 7.32(2H,s), 8.17(1H,s) Preparation 129 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 459 (M+H)+ 'H-NMR (CDC13,300MHz) 6 1.49(9H,s), 3.12-3.37(2H,m), 3.82(3H,s), 4.56-4.69(1H,m), 4.72(2H,d,J=5Hz), 6.38(1H,br d,J=8Hz), 7.40-7.52(2H,m), 7.88(1H,br s), 8.09(2H,d,J=8Hz), 8.22(1H,d,J=2Hz), 8.31(2H,d,J=8Hz) Preparation 130 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 454 (M+H)+ 'H-NMR (CDCl3,300MHz)d 1.38(9H,s), 3.29-3.46(2H,m), 3.53(3H,s), 3.82(3H,s), 5.31-5.45(1H,m), 5.52(1H,br d,J=8Hz), 6.98-7.12(2H,m), 7.13(1H,s), 7.47(2H,d,J=8Hz), 8.12(1H,d,J=2Hz), 8.28(2H,d,J=8Hz) Preparation 131 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 354 (M+H)+ 1H-NMR (CDCl3,300MHz) 6 3.21-3.43(2H,m), 3.62(3H,s), 3.84(3H,s), 4.53-4.63(1H,m), 7.03-7.16(2H,m), 7.18(1H,s), 7.51(2H,d,J=8Hz), 8.26(1H,d,J=2Hz), 8.28(2H,d,J=8Hz) Preparation 132 A mixture of the starting compound (5.92 g), dichlorobis(tri- phenylphosphine)palladium(II) (843 mg), triethylamine (20 ml), and methanol (20 ml) was heated at like under a carbon monoxide (10 atm) atmosphere for 11 hours. After being allowed to cool to room temperature, the mixture was dissolved in chloroform and evaporated.

Water was added to the residue and the mixture was extracted three times with ether. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated. The residue was purified by column chromatography (silica gel, hexane/ethyl acetate = 4/1) to give the object compound as a white powder (5.48 g).

MASS (ESI) (m/z) : 172 (M+H)+ H-NMR (CDCl3,300MHz)6 4.00(3H,s), 7.82(1H,dd,J=8 and 2Hz), 8.10(1H,d,J=8Hz), 8.69(1H,d,J=2Hz) Preparation 133 In a nitrogen atmosphere, to a suspention of lithium aluminum hydride (873 mg) in tetrahydrofuran (52 ml) was added the starting compound (5.24 g) in tetrahydrofuran (26 ml) dropwise at a temperature below -30°C for 10 minutes. The mixture was stirred at -30°C for 30 minutes. After the mixture was diluted with ether (60 ml), water (0.9 ml), 15% sodium hydroxide solution (0.9 ml), and water (2.7 ml) were successively added dropwise to the mixture with vigorous stirring.

After the precipitate was filtered off, the residue was purified by column chromatography (silica gel, hexane/ethyl acetate = 1/1) to give the object compound as an oil (801 mg).

MASS (ESI) (m/z) : 144 (M+H)+ H-NMR (CDCl3,300MHz) 6 3.35(1H,br t,J=SHz), 4.74(2H,d,J=5Hz), 7.23(1H,d,J=8Hz), 7.67(1H,dd,J=8 and 2Hz), 8.52(1H,d,J=2Hz) Preparation 134 To an ice-cooled solution of the starting compound (742 mg) in dichloromethane (2.5 ml) was added thionyl chloride (681 mg) in dichloromethane (1 ml) dropwise for 5 minutes, and the mixture was stirred under ice-cooling for 30 minutes. After the solvent was evaporated, the residue was dissolved in 1N sodium hydroxide solution with ice-cooling, and the product was extracted three times with chloroform. The organic layer was dried over magnesium sulfate.

Evaporation of the solvent gave the object compound as an oil (927 mg).

MASS (ESI) (m/z) : 162 (M+H)+ 'H-NMR (CDC13,300MHz)d 4.76(2H,s), 7.58(1H,d,J=8Hz), 7.85(1H,dd,J=8 and 2Hz), 8.57(1H,d,J=2Hz) Preparation 135 The object compound was obtained according to a similar manner to that of Preparation 126.

MASS (ESI) (m/z) : 343 (M+H)+ H-NMR (CDCl3,300MHz)d 1.28(6H,t,J=7Hz), 1.94(3H,s), 3.83(2H,s), 4.28(4H,q,J=7Hz), 6.71(1H,br s), 7.03(1H,d,J=8Hz), 7.54(1H,dd,J=8 and 2Hz), 8.39(1H,d,J=2Hz) Preparation 136 The object compound was obtained according to a similar manner to that of Preparation 127.

MASS (ESI) (m/z) : 201 (free, M+H)+ 'H-NMR (D20,300MHz) d 3.59(2H,d,J=7Hz), 4.50(1H,t,J=7Hz), 7.75(1H,d,J=8Hz), 8.28(1H,dd,J=8 and 2Hz), 8.72(1H,d,J=2Hz) Preparation 137 The object compound was obtained according to a similar manner to that of Preparation 128 MASS (ESI) (m/z) : 301 (M+H)+ H-NMR (CHCl3,300MHz)d 1.42(9H,s), 3.35(2H,br s), 4.SO(1H,br s), 5.74(1H,br s), 7.27(1H,br s), 7.69(1H,br s), 8.48(1H,br s) Preparation 138 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 463 (M+H)+ H-NMR (CDCl3,300MHz) 6 1.48(9H,s), 3.16-3.43(2H,m), 4.61-4.82(3H,m), 6.26(1H,br d,J=8Hz), 7.19(1H,d,J=8Hz), 7.59(1H,dd,J=8 and 2 Hz), 7.74(1H,br s), 8.10(2H,d,J=8Hz) 8.33(2H,d,J=8Hz), 8.50(1H,d,J=2Hz) Preparation 139 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 458 (M+H)+ H-NMR (CDCl3,300MHz) 6 1.39(9H,s), 3.33-3.57(2H,m), 3.61(3H,s), 5.33-5.52(2H,m), 7.11(lH,d,J=8Hz), 7.12(1H,s), 7.49(2H,d,J=8Hz), 7.53(1H,dd,J=8 and 2Hz), 8.29(2H,d,J=8Hz), 8.48(1H,d,J=2Hz) Preparation 140 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 358 (M+H)+ H-NMR (CDCl3,300MHz)d 3.23-3.52(2H,m), 3.67(3H,s), 4.59(1H,t,J=7Hz), 7.13(1H,d,J=8Hz), 7.15(1H,s), 7.51(2H,d,J=8Hz), 7.58(1H,dd,J=8 and 2Hz), 8.29(2H,d,J=8Hz), 8.51(1H,d,J=2Hz) Preparation 141 The object compound was obtained according to a similar manner to that of Preparation 126.

MASS (ESI) (m/z) : 310 (M+H)+ H-NMR (CDCl3,300MHz)o 1.28(6H,t,J=7Hz), 1.95(3H,s), 3.90(2H,s), 4.29(4H,q,J=7Hz), 6.65(1H,br s), 8.36(1H,s), 8.41(2H,s) Preparation 142 The object compound was obtained according to a similar manner to that of Preparation 127.

MASS (ESI) (m/z) : 168 (free, M+H)+ H-NMR (D20,300MHz) 6 3.49-3.69(2H,m), 4.59(1H,t,J=7Hz), 8.57(1H,d,J=2Hz), 8.62(1H,s), 8.67(1H,d,J=2Hz) Preparation 143 The object compound was obtained according to a similar manner to that of Preparation 128.

MASS (ESI) (m/z) : 266 (M-H)- 1H-NMR (CDCl3,300MHz) # 1.43(9H,s), 3.32-3.51(2H,m), 4.56-4.70(1H,m), 5.73(1H,br d, J=8Hz), 8.50(1H,s), 8.58(1H,s), 8.62(1H,s) Preparation 144 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 428 (M-H)- 1H-NMR (CDCl3,300MHz) # 1.45(9H,s), 3.21-3.48(2H,m), 4.62-4.83(3H,m), 6.10(1H,br d,J=8Hz), 7.59(1H,br s), 8.10(2H,d,J=8Hz), 8.32(2H,d,J=8Hz), 8.42-8.55(3H,m) Preparation 145 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 425 (M+H)+ 1H-NMR(CDCl3,300MHz) # 1.38(9H,s), 3.38-3.62(2H,m), 3.63(3H,s), 5.41-5.60(2H,m) 7.12(1H,s), 7.50(2H,d,J=8Hz), 8.28(2H,d,J=8Hz), 8.38-8.53(3H,m) Preparation 146 The object compound was obtained according to a similar manner tothat of Preparation 4.

MASS (ESI) (m/z) : 325 (M+H)+ 1H-NMR (CDCl3,300MHz) 6 3.29-3.60(2H,m), 3.66(3H,s), 4.61(lH,t,J=7Hz), 7.16(1H,s), 7.51(2H,d,J=8Hz), 8.29(2H,d,J=8Hz), 8.39-8.55(3H,m) Preparation 147 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 500 (M+H)+ 1H-NMR (CDCl3,300MHz) # 1.44(9H,s), 1.91-2.31(2H,m), 2.42-2.68(2H,m), 4.22-4.40(1H,m), 4.68-4.86(2H,m), 5.13(2H,s), 5.30(1H,br d,J=8Hz), 7.14(1H,br s) 7.27-7.41(5H,m), 8.12(2H,d,J=8Hz), 8.34(2H,d,J=8Hz) Preparation 148 The object compound was obtained according to a similar manner tothat of Preparation 2.

MASS (ESI) (m/z) : 495 (M+H)+ H-NMR (CDCl3,300Mhz) # 1.43(9H,s), 2.08-2.39(2H,m), 2.40-2.65(2H,m), 3.16(3H,s), 4.98-5.11(1H,m), 5.11(2H,s), 5.39(1H,br d,J=8Hz), 7.12(1H,s), 7.28-7.41(5H,m), 7.52(2H,d,J=8Hz), 8.30(2H,d,J=8Hz) Preparation 149 The object compound was obtained according to a similar manner tothat of Preparation 3.

MASS (ESI) (m/z) : 395 (M+H)+ H-NMR (CDCl3,300MHz) 6 2.38-2.82(4H,m), 3.71(3H,s), 5.07(2H,ABq,n=0.08, J=13Hz), 5.17(1H,t,J=7Hz), 7.23-7.38(6H,m), 7.55(2H,d,J=8Hz), 8.39(2H,d,J=8Hz) Preparation 150 To an ice-cooled solution of the starting compound (1.17 g) in 1N soduim hydroxide solution (17.5 ml) - 1,4-dioxane (3.5 ml) was added acetic anhydride (0.75 ml). The mixture was stirred under ice-cooling for 1 hour, then at room temperature for 3 hours. The mixture was concentrated, made acidic (pH=3) with 6N hydrochloric acid, extracted three times with chloroform, and dried over magnesium sulfate.

Evaporation of the solvent gave the object compound as a colorless oil (1.03 g).

MASS (ESI) (m/z) : 273 (M-H)- H-NMR (CDCl3,300MHz)d 1.43(9H,s), 1.51-1.97(4H,m), 2.00(3H,s), 3.17-3.42(2H,m), 4.25-4.42(1H,m), 5.29(1H,br d,J=8Hz), 6.19(1H,br t,J=8Hz) Preparation 151 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 437 (M+H)+ 1H-NMR (CDCl3,300MHz) # 1.43(9H,s), 1.52-2.00(4H,m), 2.00(3H,s), 3.11-3.28(1H,m), 3.42-3.60(1H,m), 4.31-4.49(1H,m), 4.60-4.97(2H,m), 5.35(1H,br d,J=8Hz), 5.99(1H,br t,J=8Hz), 7.46(1H,br t,J=8Hz), 8.12(2H,d,J=8Hz), 8.33(2H,d,J=8Hz) Preparation 152 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 432 (M+H)+ H-NMR (CDCl3,300MHz) # 1.43(9H,s), 1.48-2.16(4H,m), 1.98(3H,s), 3.18-3.40(2H,m), 3.68(3H,s), 4.88-5.02(1H,m), 5.19(1H,br d,J=9Hz), 6.05(1H,br t,J=8Hz), 7.12(1H,s), 7.54(2H,d,J=8Hz), 8.30(2H,d,J=8Hz) Preparation 153 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 332 (M+H)+ H-NMR (CDCl3,300MHz) 6 1.49-2.15(4H,m), 1.98(3H,s), 3.28(2H,q,J=7Hz), 3.72(3H,s), 4.04(1H,t,J=7Hz), 6.20(1H,br s), 7.15(1H,s), 7.56(2H,d,J=8Hz), 8.30(2H,d,J=8Hz) Preparation 154 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 399 (M+H)+ 1H-NMR (CDCl3,300MHz) # 1.41(9H,s), 2.85-3.15(2H,m), 4.55-4.68(1H,m), 5.19(2H,ABq, #=0.05,J=13Hz), 5.79(1H,br d,J=8Hz), 7.04-7.53(11H,m) Preparation 155 To a solution of the starting compound (1.04 g) in a mixture of methanol (21 ml) and 1,4-dioxane (21 ml) was added palladium-carbon (10%, 104 mg). The resultig mixture was stirred under hydrogen at 25°C for 8 hours. The catalyst was filtered off and the filtrate was concentrated to give an oil. The oil was purified by column chromatography (silica gel, chloroform/methanol=10/1) to give the object compound as an amorphous solid (915 mg).

MASS (ESI) (m/z) : 307 (M-H)- 'H-NMR (CDCl3,300MHz) 6 1.45(9H,s), 2.84-3.20(2H,m), 4.45-4.59(1H,m), 5.95(1H,br d.J=8Hz), 7.10-7.53(5H,m), 8.05(1H,br s) Preparation 156 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 470 (M+H)+ 1H-NMR (CDCl3,300MHz) # 1.43(3H,t,J=7Hz), 1.48(9H,s), 2.72-3.22(2H,m), 4.09(2H,q,J=7Hz), 4.54-4.74(3H,m), 6.22(1H,br d,J=8Hz), 6.89(2H,d,J=8Hz), 6.98-7.52(5H,m), 7.72(1H,br s), 7.88(2H,d,J=8Hz), 8.27(1H,br s) Preparation 157 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 465 (M+H)+ H-NMR (CDCl3,300MHz) # 1.42(9H,s), 1.47(3H,t,J=7Hz), 3.05-3.26(2H,m), 3.59(3H,s), 4.07(2H,q,J=7Hz), 5.32-5.49(1H,m), 5.53(1H,br d,J=8Hz), 6.91(1H,s), 6.94(2H,d,J=8Hz), 6.98-7.55(7H,m), 9.62(1H,br s) Preparation 158 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 365 (M+H)+ 1H-NMR (CDCl3,300MHz) # 1.41(3H,t,J=7Hz), 3.68-4.22(2H,m), 3.88(3H,s), 3.99(2H,q,J=7Hz), 5.33-5.53(1H,m), 6.67-7.58(11H,m) Preparation 159 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 418 (M+H)+ H-NMR (CDCl3,300MHz)d 1.45(9H,s), 3.06-3.27(2H,m), 4.43-4.62(1H,m), 4.65-4.87(2H,m), 5.18(1H,br d,J=8Hz), 6.13(1H,t,J=2Hz), 6.29(1H,d,J=2Hz), 7.05(1H,br s), 7.34(1H,d,J=2Hz), 8.12(2H,d,J=8Hz), 8.35(2H,d,J=8Hz) Preparation 160 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 413 (M+H)+ H-NMR (CDCl3,300MHz)d 1.42(9H,s), 3.16-3.41(2H,m), 3.43(3H,s), 5.13-5.28(1H,m), 5.47(1H,br d,J=8Hz), 6.01(1H,d,J=2Hz), 6.27(1H,t,J=2Hz), 7.17(1H,s), 7.32(1H,d,J=2Hz), 7.49(2H,d,J=8Hz), 8.29(2H,d,J=8Hz) Preparation 161 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 313 (M+H)+ H-NMR (CDCl3,300MHz)d 3.13-3.33(2H,m), 3.56(3H,s), 4.32(1H,t,J=7Hz), 6.07(1H,d,J=2Hz), 6.31(1H,t,J=2Hz), 7.18(1H,s), 7.35(iH,d,J=2Hz), 7.51(2H,d,J=8Hz), 8.29(2H,d,J=8Hz) Preparation 162 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 500 (M+H)+ 1H-NMR (CDCl3,300MHz) # 1.41(9H,s), 3.29-3.56(2H,m), 4.20(2H,s), 4.97-5.11(1H,m), 6.16(1H,br d,J=8Hz), 7.00-7.91(11H,J=4Hz), 8.22(2H,d,J=8Hz), 8.28(1H,d,J=2Hz) Preparation 163 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 400 (M+H)+ H-NMR (CDCl3,300MHz) # 3.16-3.48(2H,m), 4.21(2H,s), 4.52(1H,J=7Hz), 7.10-7.68(9H,m), 7.79(2H,d,J=8Hz), 8.22(2H,d,J=8Hz), 8.29(1H,d,J=2Hz) Preparation 164 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (ESI) (m/z) : 472 (M+H)+ H-NMR (CDC13,300MHz) d 1.42(9H,s), 2.91-3.10(2H,m), 4.32-4.51(1H,m), 4.67-4.80(2H,m), 5.05(1H,br d,J=8Hz), 5.90(2H,d,J=1Hz), 6.59-6.76(3H,m), 6.95(1H,br s), 8.11(2H,d,J=8Hz), 8.33(2H,d,J=8Hz) Preparation 165 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 467 (M+H)+ 1H-NMR (CDCl3,300MHz)6 1.41(9H,s), 3.01-3.29(2H,m), 3.20(3H,s), 4.89-5.06(1H,m), 5.49(1H,br d,J=8Hz), 5.90(2H,s), 6.46-6.73(3H,m), 7.18(1H,s), 7.43(2H,d,J=8Hz), 8.27(1H,d,J=8Hz) Preparation 166 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 367 (M+H)+ 1H-NMR (CDCl3,300MHz) 6 2.98-3.22(2H,m), 3.39(3H,s), 4.13(1H,t,J=7Hz), 5.92(2H,s), 6.51-6.78(3H,m), 7.19(1H,s), 7.48(2H,d,J=8Hz), 8.28(2H,d,J=8Hz) Preparation 167 The object compound was obtained according to a similar manner to that of Preparation 91.

MASS (ESI) (m/z) : 462, 464 (M+H)+ H-NMR (CDCl3,300MHz) 6 1.44(9H,s), 3.18-3.43(2H,m), 4.58-4.75(1H,m), 4.64(2H,d,J=5Hz), 6.42(1H,br d,J=8Hz), 7.10-7.23(2H,m), 7.53-7.65(1H,m), 7.61(2H,d,J=8Hz), 7.79(2H,d,J=8Hz), 7.92(1H,br s), 8.53(1H,d,J=5Hz) Preparation 168 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 457, 459 (M+H)+ 1H-NMR (CDCl3,300MHz) # 1.37(9H,s), 3.33-3.52(2H,m), 3.42(3H,s), 5.31-5.52(2H,m), 6.99(1H,s), 7.05-7.15(2H,m), 7.18(2H,d,J=8Hz), 7.48-7.61(1H,m), 7.53(2H,d,J=8Hz), 8.53(1H,d,J=5Hz) Preparation 169 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 357, 359 (M+H)+ H-NMR (CDCl3,300MHz) 6 3.23-3.47(2H,m), 3.49(3H,s), 4.59(1H,t,J=7Hz), 7.01(1H,s), 7.05-7.22(4H,m), 7.54(2H,d,J=8Hz), 7.55-7.64(1H,m), 8.57(1H,d,J=5Hz) Preparation 170 A mixture of acetic anhydride (3.7 ml) and formic acid (1.8 ml) was heated at 50°C for 1.5 hours. After the mixture was allowed to cool to room temperature, sodium formate (896 mg) was suspended in the mixture and stirred for 10 minutes. The starting compound (2.15 g) was added and stirring at room temperature was continued for 3 hours.

The reaction mixture was poured into water (30 ml) and the product was extracted three times with chloroform. The organic layer was dried over potassium carbonate. Evaporation of the solvent gave the object compound as a white powder (1.59 g).

MASS (ESI) (m/z) : 208 (M+H)+ 1H-NMR (CDCl3,300MHz) 6 1.45(3H,t,J=7Hz), 4.12(2H,q,J=7Hz), 4.74(2H,d,J=2Hz), 6.78(1H,br s), 6.96(2H,d,J=8Hz) 7.96(2H,d,J=8Hz), 8.34(1H,s) Preparation 171 In a nitrogen atmosphere, the starting compound (1.56 g) in N,N- dimethylformamide (12.5 ml) was added to a stirred and ice-cooled suspension of sodium hydride (70, 285 mg) in N,N-dimethylformamide (25 ml). After 30 minutes, benzyl bromide (1.65 g) was added dropwise at 0°C and the mixture was stirred at the same temperature for 2 hours. The reaction mixture was poured into water and the product was extracted three times with ethyl acetate. The organic layer was washed three times with water, once with brine, and dried over magnesium sulfate. Evaporation of the solvent gave the object compound as an oil (2.53 g).

MASS (ESI) (m/z) : 298 (M+H)+ H-NMR (CDCl3,300MHz) 6 1.44(3H,t,J=7Hz), 3.01-3.38(2H,m), 4.11(2H,q,J=7Hz), 5.81-5.92(1H,m), 6.51(1H,br d,J=8Hz) 6.93(2H,d,J=8Hz), 6.95-7.25(5H,m), 7.92(2H,d,J=8Hz), 8.22(1H,s) Preparation 172 A solution of the starting compound (2.15 g) in concentrated hydrochloric acid (2 ml)-ethanol (10 ml) was heated at 50"C for 1.5 hours. The object compound began to precipitate. After cooling, the mixture was diluted with diisopropyl ether (3 ml) and filtration gave the object compound as a white powder (1.20 g).

MASS (ESI) (m/z) : 270 (free, M+H)+ 'H-NMR (DMSO-d6,300MHz) 6 1.35(3H,t,J=7Hz), 3.03-3.23(2H,m), 4.13(2H,q,J=7Hz), 5.33(1H,t,J=6Hz), 7.02(2H,d,J=8Hz) 7.08-7.31(5H,m), 7.95(2H,d,J=8Hz), 8.41 (3H,br s) Preparation 173 The object compound was obtained according to a similar manner to that of Preparation 91.

MASS (ESI) (m/z) : 518 (M+H)+ 1H-NMR (CDCl3,300MHz) # 1.42(9H,s), 1.44(3H,t,J=7Hz), 2.85-3.40(4H,m), 4.01-4.18(2H,m), 4.49-4.72(1H,m), 4.61-4.75(1H,m), 6.29(1H,br s), 6.98-7.23(9H,m), 7.42-7.62(1H,m), 7.71-7.93(3H,m), 8.39-8.51(1H,m) Preparation 174 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 513 (M+H)+ tH-NMR (CDCl3,300MHz) # 1.37(9H,s), 1.42(3H,t,J=7Hz), 3.24(3H,s), 3.32-3.48(2H,m), 3.81(2H,s), 4.04(2H,q,J=7Hz), 5.25-5.42(1H,m), 5.50(1H,br d,J=8Hz), 6.82-7.55(12H,m), 8.52(1H,d,J=5Hz) Preparation 175 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 413 (M+H)+ H-NMR (CDCl3,300MHz) # 1.42(3H,t,J=7Hz), 3.33(3H,s), 3.35-3.50(2H,m), 3.84(2H,s), 4.05(2H,q,J=7Hz), 4.68(1H,t,J=7Hz), 6.81-7.25(11H,m), 7.46-7.59(1H,m), 8.51(1H,d,J=5Hz) Preparation 176 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 452 (M+H)+ H-NMR (CDCl3,300MHz) 6 0.93(3H,t,J=7Hz), 1.36(9H,s), 1.43-1.61(2H,m), 3.35-3.58(2H,m), 3.82-4.06(2H,m), 5.34(1H,br d,J=8Hz), 5.36-5.53(1H,m), 7.06-7.18(3H,m), 7.48(2H,d,J=8Hz), 7.50-7.63(1H,m), 8.28(2H,d,J=8Hz), 8.54(1H,d,J=5Hz) Preparation 177 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 352 (M+H)+ H-NMR (CDCl3,300MHz)d & 0.92(3H,t,J=7Hz), 1.41-1.60(2H,m), 3.28-3.52(2H,m), 3.82-4.08(2H,m), 4.60(1H,t,J=7Hz), 7.07-7.20(3H,m), 7.48(2H,d,J=8Hz), 7.51-7.65(1H,m), 8.28(2H,d,J=8Hz), 8.58(1H,d,J=5Hz) Preparation 178 A mixture of the starting compound (6.88 g), pyrazole (10.20 g), and powdered potassium carbonate (6.91 g) in N,N-dimethylformamide (35 ml) was heated at 1400C for 8 hours. After cooling, the mixture was poured into water and the product was extracted three times with ethyl acetate. The organic layer was washed three times with brine, dried over magnesium sulfate, filtered, and concentrated. The residue was purified by column chromatography (silica gel, hexane/ethyl acetate=2/1) to give the object compound as a pale yellow powder (4.71 g).

MASS (ESI) (m/z) : 187 (M+H)+ 'H-NMR (CDCl3,300MHz) 6 2.61(3H,s), 6.51(1H,d,J=2Hz), 7.78(1H,d,J=2Hz), 7.82(2H,d,J=8Hz), 8.01(1H,t,J=2Hz), 8.06(2H,d,J=8Hz) Preparation 179 To a solution of the starting compound (4.66 g) in 5% hydrogen bromide/acetic acid (54 ml) was added bromine (4.34 g) dropwise at room temperature for 10 minutes. A white precipitate was formed.

The mixture was heated at 50"C for 20 minutes. After cooling, the precipitate was collected by filtration and purified by recrystallization from methanol-diisopropyl ether to give the object compound (2.61 g).

H-NMR (DMSO-d6,300MHz) 6 4.95(2H,s), 6.62(1H,t,J=2Hz), 7.83(1H,d,J=2Hz), 8.03(2H,d,J=8Hz), 8.13(2H,d,J=8Hz), 8.68(1H,d,J=2Hz) Preparation 180 2-Bromo-4' - (pyrazol-1 -yl) acetophenone hydrobromide (3.04 g) was dissolved in 1N sodium hydroxide solution. The free acetophenone compound was extracted three times with chloroform, dried over magnesium sulfate. After the solvent was evaporated, the residue was redissolved in chloroform (20 ml) and added all at once to a suspension of hexamethylenetetramine (l.35 g) in chloroform (4.4 ml) at room temperature. The mixture was heated at SO0C for 2 hours.

After cooling, the mixture was diluted with chloroform (20 ml) and the white precipitate was collected by filtration. The precipitate was washed twice with ethanol and dried in vacuo to give the object compound (3.75 g).

Preparation 181 To a suspension of the starting compound (3.50 g) in ethanol (17.6 ml) was added concentrated hydrochloric acid (4.4 ml) at room temperature and the mixture was stirred at room temperature for 4 hours. The mixture was cooled with ice, and the precipitate was collected by filtration and washed with cold ethanol. The crude product was suspended in water (4.4 ml) and stirred at room temperature for 10 minutes. The suspension was cooled in an ice bath and ethanol (2.2 ml) was added thereto. The precipitate was collected by filtration, washed with cold ethanol, and dried in vacuo to give the object compound (2.00 g).

MASS (ESI) (m/z) : 202 (free, M+H)+ H-NMR (DMSO-d6,300MHz) 6 4.62(2H,q,J=2Hz), 6.64(1H,t,J=2Hz), 7.87(1H,d,J=2Hz), 8.09(2H,d,J=8Hz), 8.17(2H,d,J=8Hz), 8.44(3H,br s), 8.73(1H,d,J=2Hz) Preparation 182 The object compound was obtained according to a similar manner to that of Preparation 91.

MASS (ESI) (m/z) : 450 (M+H)+ 'H-NMR (CDCl3,300MHz) 6 1.43(9H,s), 3.27-3.49(2H,m), 4.60-4.81(3H,m), 6.37(1H,br d,J=8Hz), 6.52(1H,t,J=2Hz), 7.18-7.33(2H,m), 7.62-7.73(1H,m), 7.78(1H,d,J=2Hz), 7.83(2H,d,J=8Hz), 8.01(1H,d,J=2Hz), 8.05(2H,d,J=8Hz), 8.05(1H,br d,J=8Hz), 8.58(1H,d,J=5Hz) Preparation 183 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 445 (M+H)+ 'H-NMR (CDCl3,300MHz) 6 1.37(9H,s), 3.36-3.60(2H,m), 3.48(3H,s), 5.35-5.51(1H,m), 5.58(1H,br d,J=8Hz), 6.49(1H,t,J=2Hz), 7.03(1H,s), 7.06-7.18(2H,m), 7.38(2H,d,J=8Hz), 7.48-7.62(1H,m), 7.74(1H,d,J=2Hz), 7.76(2H,d,J=8Hz), 7.95(1H,d,J=2Hz), 8.53(1H,d,J=5Hz) Preparation 184 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 345 (M+H)+ H-NMR (CDCl3,300MHz) 6 2.25(2H,br s), 3.28-3.51(2H,m), 3.55(3H,s), 4.64(1H,t,J=7Hz), 6.49(1H,t,J=2Hz), 7.06(1H,s), 7.10-7.21(2H,m), 7.41(2H,d,J=8Hz), 7.52-7.67(1H,m), 7.73(1H,d,J=2Hz), 7.75(2H,d,J=8Hz), 7.95(1H,d,J=2Hz), 8.58(1H,d,J=5Hz) Preparation 185 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 459 (M+H)+ H-NMR (CDCl3,300MHz)d 1.10(3H,t,J=7Hz), 1.36(9H,s), 3.37-3.62(2H,m), 3.85-4.10(2H,m), 5.29-5.60(2H,m), 6.49(1H,t,J=2Hz), 7.01(1H,s), 7.05-7.21(2H,m), 7.39(2H,d,J=8Hz), 7.48-7.61(1H,m), 7.73(1H,d,J=2Hz), 7.76(2H,d,J=8Hz), 7.96(1H,d,J=2Hz), 8.53(1H,d,J=5Hz) Preparation 186 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 359 (M+H)+ 'H-NMR (CDCl3,300MHz) # 1.14(3H,t,J=7Hz), 2.26(2H,br s,NH2), 3.31-3.52(2H,m), 3.87-4.13(2H,m), 4.62(1H,t,J=7Hz), 6.49(1H,t,J=2Hz), 7.03(1H,s), 7.07-7.21(2H,m), 7.40(2H,d,J=8Hz), 7.52-7.65(1H,m), 7.73(1H,d,J=2Hz), 7.75(2H,d,J=8Hz), 7.95(1H,d,J=2Hz), 8.57(1H,d,J=5Hz) Preparation 187 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (m/z) : 430 (M+1) 'H-NMR (CDCl3) 6 1.46(9H,s), 2.52(3H,s), 3.25(1H,d,J=4,15Hz), 3.37(1H,m), 4.63(2H,d,J=4Hz), 4.68(1H,m), 6.40(1H,m), 7.13-7.27(4H,m), 7.59(1H,m), 7.83(2H,d,J=8Hz), 7.87(1H,m), 8.54(1H,d,J=5Hz) Preparation 188 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (m/z) : 425 (M+1) 1H-NMR (CDCl3) # 1.36(9H,s), 2.51(3H,s), 3.42(3H,s), 3.43(2H,d,J=7Hz), 5.42(1H,m), 6.96(1H,s), 7.07-7.30(6H,m), 7.53(1H,m), 8.53(1H,d,J=5Hz) Preparation 189 The object compound was obtained according to a similar manner to that of Preparation 3.

MASS (m/z) : 325 (M+1) 1H-NMR (DMSO-d6) d : 2.51(3H,s), 3.32(1H,dd,J=7 and 14Hz), 3.43(1H,dd,J=5 and 14Hz), 3.50(3H,s), 4.59(1H,dd,J=5 and 7Hz), 6.96(1H,s), 7.02(1H,s), 7.13-7.32(6H,m), 7.59(1H,m), 8.56(1H,d,J=5Hz) Preparation 190 The object compound was obtained according to a similar manner to that of Example 146 from the starting compound and 2-bromoethyl methyl ether.

MASS (m/z) : 195 (M+1) 'H-NMR (CDCl3) 6 : 2.55(3H,s), 3.46(3H,s), 3.76(2H,m), 4.19(2H,m), 6.96(2H,d,J=8Hz), 7.92(2H,d,J=8Hz) Preparation 191 The object compound was obtained according to a similar manner to that of Preparation 179.

H-NMR (CDCl3) 6 : 3.47(3H,s), 3.78(2H,m), 4.20(2H,m), 4.40(2H,s), 6.99(2H,d,J=8Hz), 7.97(2H,d,J=8Hz) Preparation 192 The object compound was obtained according to a similar manner to that of Preparation 180.

Preparation 193 The object compound was obtained according to a similar manner to that of Preparation 181.

MASS (m/z) : 210 (M+1) 'H-NMR (DMSO-d6) 6 : 3.37(3H,s), 3.68(2H,t,J=5Hz), 4.23(2H,t,J=5Hz), 4.51(2H,s), 7.12(2H,d,J=8Hz), 7.99(2H,d,J=8Hz), 8.40(2H,s) Preparation 194 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (m/z) : 458 (M+1) H-NMR (CDC13) 6 : 1.44(9H,s), 3.24(1H,dd,J=7 and 15Hz), 3.37(1H,m), 3.45(3H,s), 3.76(2H,t,J=5Hz), 4.18(2H,t,J=SHz), 4.62(2H,d,J=4Hz), 4.68(1H,m), 6.41(1H,m), 6.96(2H,d,J=8Hz), 7.13(1H,m), 7.20(1H,d,J=8Hz), 7.58(1H,m), 7.86(1H,m) 7.90(2H,d,J=8Hz), 8.54(1H,d,J=5Hz) Preparation 195 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (m/z) : 453 (M+1) H-NMR (CDCl3) 6 : 1.35(9H,s), 3.39(3H,s), 3.43(2H,m), 3.46(3H,s), 3.78(2H,t,J=5Hz), 4.15(2H,m), 6.93(1H,s), 6.97(2H,d,J=8Hz), 7.12(2H,m), 7.21(2H,d,J=8Hz), 7.54(1H,m), 8.53(1H,d,J=5Hz) Preparation 196 The object compound was obtained according to a similar manner to that of Preparation 3.

MASS (m/z) : 353 (M+1) 1H-NMR (CDCl3) 6 : 3.32(1H,dd,J=7 and 15Hz), 3.42(1H,dd,J=5 and 15Hz), 3.46(6H,s), 3.77(2H,t,J=5Hz), 4.15(2H,t,J=5Hz), 4.57(1H,dd,J=5 and 7Hz), 6.95(1H,s), 6.98(2H,d,J=8Hz), 7.12-7.17(2H,m), 7.22(2H,d,J=8Hz), 7.58(1H,m), 8.57(1H,d,J=5Hz) Preparation 197 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (m/z) : 486 (M+1) tH-NMR (CDCl3) 6 : 1.48(9H,s), 2.78(1H,dd,J=7 and 15Hz), 3.14(1H,dd,J=5 and 15Hz), 4.65(1H,m), 4.75(2H,t,J=4Hz), 5.13(1H,d,J=13Hz), 5.19(1H,d,J=13Hz), 5.71(1H,m), 7.28-7.40(5H,m), 8.13(2H,d,J=8Hz), 8.35(2H,d,J=8Hz) Preparation 198 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (m/z) : 481 (M+1) 'H-NMR (CDC13) d : 1.43(9H,s), 3.07(1H,dd,J=5 and 15Hz), 3.23(1H,dd,J=7 and 15Hz), 3.67(3H,s), 5.05(1H,d,J=13Hz), 5.15(1H,d,J=13Hz), 5.33(2H,m), 7.11(1H,s), 7.29-7.37(5H,m), 7.52(2H,d,J=8Hz), 8.30(2H,d,J=8Hz) Preparation 199 The object compound was obtained according to a similar manner to that of Preparation 3.

MASS (m/z) : 381 (M+1) 'H-NMR (CDC13) 6 : 3.02(1H,dd,J=7 and 15Hz), 3.20(1H,dd,J=5 and 15Hz), 3.73(3H,s), 4.50(1H,dd,J=5 and 7Hz), 5.15(1H,d,J=13Hz), 5.20(1H,d,J=13Hz), 7.15(1H,s), 7.32-7.38(5H,m), 7.53(2H,d,J=8Hz), 8.31(2H,d,J=8Hz) Preparation 200 A mixture of the starting compound (4.6 g) and 40SO methylamine solution (5 ml) in acetic acid (4.6 ml) and xylene (46 ml) was refluxed in a flask equipped with a Dean-Stark trap for 2 hours. The mixture was concentrated, neutralized with 1N sodium hydroxide solution, and extracted three times with chloroform. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated. The residue was purified by column chromatography (silica gel, chloroform/methanol) to give the object compound (1.55 g).

MASS (m/z) : 404 (M+1) H-NMR (CDCl3) d : 1.44(9H,s), 2.75(3H,d,J=6Hz), 2.93(1H,dd,J=5 and 15Hz), 3.02(1H,dd,J=7 and 15Hz), 3.75(3H,s), 5.39(1H,m), 5.76(1H,m), 6.43(1H,m), 7.12(1H,s), 7.53(2H,d,J=8Hz), 8.29(2H,d,J=8Hz) Preparation 201 The object compound was obtained according to a similar manner to that of Preparation 3.

MASS (m/z) : 304 (M+1) 'H-NMR (CDCl3) 6 : 2.77(1H,dd,J=5 and 15Hz), 2.81(3H,d,J=6Hz), 2.90(1H,dd,J=7 and 15Hz), 3.73(3H,s), 4.48(1H,dd,J=5 and 7Hz), 7.13(1H,s), 7.54(2H,d,J=8Hz), 8.30(2H,d,J=8Hz) Preparation 202 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (m/z) : 591 (M+1) 1H-NMR (CDCl3) 6 : 1.34(9H,s), 3.12(3H,s), 3.55-3.64(2H,m), 3.61(3H,s), 5.93(1H,m), 7.11-7.17(4H,m), 7.40(1H,dd,J=2 and 8Hz), 7.47-7.52(3H,m), 7.59(1H,t,J=8Hz), 8.30(2H,d,J=8Hz), 8.56(1H,d,J=4Hz) Preparation 203 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (m/z) : 587 (M+1) 1H-NMR (CDCl3) 6 : 1.37(9H,s), 3.09(3H,s), 3.57(2H,m), 3.62(3H,s), 5.97(1H,m), 6.95-7.17(5H,m), 7.47(2H,d,J=8Hz), 7.57(2H,t,J=8Hz), 8.27(2H,d,J=8Hz), 8.53(1H,d,J=5Hz) Preparation 204 The object compound was obtained according to a similar manner to that of Preparation 5.

MASS (m/z) : 557 (M+1) 1H-NMR (CDCl3) 6 : 1.34(9H,s), 3.13(3H,s), 3.57(2H,d,J=7Hz), 3.61(3H,s), 5.96(1H,d,J=7Hz), 7.13-7.17(4H,m), 7.31(1H,d,J=8Hz), 7.40-7.59(5H,m), 8.27(2H,d,J=8Hz), 8.53(1H,d,J=5Hz) Preparation 205 The object compound was obtained according to a similar manner to that of Preparation 5. mp : 90-94°C MASS (m/z) : 429 (M+1) 1H-NMR (CDCl3) # : 1.42(9H,s), 3.00-3.12(1H,m), 3.17-3.25(1H,m), 4.51(1H,q,J=8Hz), 4.66-4.89(2H,m), 5.09(1H,d,J=8Hz), 7.01(lH,br s), 7.20-7.29(1H,m), 7.60(1H,d,J=8Hz), 8.12(2H,d,J=8Hz), 8.35(2H,d,J=8Hz), 8.48(1H,s), 8.49-8.58(1H,m) Preparation 206 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS (m/z) : 424 (M+1) 1H-NMR (CDCl3) 6 : 1.40(9H,s), 3.25-3.35(2H,m), 3.30(3H,s) 5.09(1H,q,J=8Hz), 5.41(1H,d,J=8Hz), 7.19(1H,s), 7.20(1H,t,J=8Hz), 7.45(2H,d,J=8Hz), 7.46(1H,d,J=8Hz), 8.29(2H,d,J=8Hz), 8.32(1H,s), 8.49(1H,d,J=2Hz) Preparation 207 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 324 (M+1) 1H-NMR (CDCl3) # : 3.11-3.21(1H,m), 3.22-3.33(1H,m), 3.39(3H,s), 4.20(1H,t,J=8Hz), 7.16-7.23(1H,m), 7.20(1H,s), 7.43(1H,t,J=8Hz), 7.48(H,d,J=8Hz), 8.29(2H,d,J=8Hz), 8.42(1H,s), 8.50(1H,d,J=6Hz) Preparation 208 The object compound was obtained according to a similar manner to that of Preparation 5. mp : 138-141°C MASS (m/z) : 455 (M+1) 1H-NMR (CDC13) d : 1.40(9H,s), 1.41(3H,t,J=8Hz), 2.98-3.10(1H,m), 3.18-3.28(1H,m), 4.41(2H,q,J=8Hz), 4.59(1H,br s), 4.63-4.83(2H,m), 5.22(1H,d,J=8Hz), 7.09(1H,br s), 7.19(2H,d,J=7Hz), 8.00(2H,d,J=8Hz), 8.17(2H,d,J=8Hz), 8.52(2H,d,J=7Hz) Preparation 209 The object compound was obtained according to a similar manner to that of Preparation 2. mp : 165-167°C MASS (m/z) : 451 (M+1) 1H-NMR (CDCl3) # : 1.39(3H,t,J=8Hz), 1.40(9H,s) 3.30(3H,s), 3.31(2H,d,J=8Hz), 4.40(2H,q,J=8Hz), 5.11(1H,q,J=8Hz), 5.41(1H,d,J=8Hz), 7.09(2H,d,6Hz), 7.10(1H,s), 7.34(2H,d,J=8Hz), 8.09(2H,d,J=8Hz), 8.49(2H,d,J=6Hz) Preparation 210 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 351 (M+1) H-NMR (CDCl3) 6 : 1.42(3H,t,J=8Hz), 3.11-3.22(1H,m), 3.23-3.38(1H,m), 3.40(3H,s), 4.22(1H,t,J=8Hz), 4.40(2H,q,J=8Hz), 7.09(2H,d,J=6Hz), 7.11(1H,s), 7.39(2H,d,J=8Hz), 8.10(2H,d,J=8Hz), 8.51(2H,d,J=6Hz) Preparation 211 The object compound was obtained according to a similar manner to that of Preparation 91. oil MASS (m/z) : 456 (M+1) 'H-NMR (CDCl3) 6 : 1.40(3H,t,J=8Hz), 1.42(9H,s), 3.20-3.30(1H,m), 3.30-3.40(1H,m), 4.40(2H,q,J=8Hz), 4.68(1H,br s), 4.70(2H,d,J=4Hz), 6.41(1H,d,J=6Hz), 7.12-7.22(2H,m), 7.60(1H,t,J=8Hz), 7.95(1H,br s) 7.99(2H,d,J=8Hz), 8.12(2H,d,J=8Hz), 8.55(1H,d,J=4Hz) Preparation 212 The object compound was obtained according to a similar manner to that of Preparation 2. oil MASS (m/z) : 451 (M+1) H-NMR (CDCl3) 6 : 1.38(9H,s), 1.40(3H,t,J=8Hz), 3.43(2H,t,J=7Hz), 3.49(3H,s), 4.40(2H,q,J=8Hz), 5.33-5.50(2H,m), 7.08(1H,s), 7.09-7.20(2H,m), 7.38(2H,d,J=8Hz), 7.57(1H,t,J=8Hz), 8.09(2H,d,J=8Hz), 8.52(1H,d,J=6Hz) Preparation 213 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 351 (M+1) H-NMR (CDCl3) 6 : 1.41(3H,t,J=8Hz), 3.27-3.39(1H,m), 3.39-3.49(1H,m), 3.51(3H,s), 4.40(2H,q,J=8Hz), 4.57-4.67(1H,m), 7.10(1H,s), 7.10-7.20(2H,m), 7.40(2H,d,J=8Hz), 7.60(1H,t,J=8Hz), 8.09(2H,d,J=8Hz), 8.59(1H,d,J=4Hz) Preparation 214 The object compound was obtained according to a similar manner to that of Preparation 5. mp : 157-160"C MASS (m/z) : 443 (M+1) H-NMR (CDCl3) 6 : 1.43(9H,s), 2.62(3H,s), 3.10-3.21(1H,m), 3.25-3.35(1H,m), 4.56(1H,br s), 4.61-4.80(2H,m), 5.07(1H,br s), 6.93(1H,t,J=8Hz), 7.30(1H,d,J=8Hz), 7.40(2H,d,J=8Hz), 8.11(1H,dd,J=8 and 2Hz), 8.18(2H,d,J=8Hz), 9.03(1H,d,J=2Hz) Preparation 215 The object compound was obtained according to a similar manner to that of Preparation 2. mp : 194-196"C MASS (m/z) : 438 (M+1) H-NMR (CDCl3) 6 : 1.40(9H,s), 2.59(3H,s), 3.29(3H,s), 3.32-3.52(2H,m), 5.11(1H,q,J=8Hz), 5.38(1H,d,J=8Hz), 7.06(1H,s), 7.21(lH,d,J=8Hz), 7.31(2H,d,J=8Hz), 7.49(1H,dd,J=8 and 2Hz), 8.11(2H,d,J=8Hz), 8.42(1H,d,J=2Hz) Preparation 216 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 338 (M+1) 1H-NMR (CDCl3) # : 2.61(3H,s), 3.20-3.31(1H,m), 3.40(3H,s), 3.41-3.50(1H,m), 4.21(1H,t,J=8Hz), 7.09(1H,s) 7.23(1H,d,J=8Hz), 7.34(2H,d,J=8Hz), 7.51(1H,d,J=8Hz), 8.18(2H,d,J=8Hz), 8.49(1H,d,J=2Hz) Preparation 217 The object compound was obtained according to a similar manner to that of Preparation 5. amorphous solid MASS (m/z) : 409 (M+1) 1H-NMR (CDCl3) 6 : 1.41(9H,s), 3.20-3.42(2H,m), 4.60-4.72(1H,m), 4.70(2H,d,J=4Hz), 6.41(1H,br s), 7.11-7.26(2H,m), 7.60(1H,t,J=8Hz), 7.78(2H,d,J=8Hz), 8.00(1H,s), 8.01(2H,d,J=8Hz), 8.53(1H,d,J=2Hz) Preparation 218 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS (m/z) : 404 (M+1) 1H-NMR (CDCl3) 6 : 1.40(9H,s), 3.43(2H,d,J=2Hz), 3.50(3H,s), 5.46(2H,br s), 7.10(1H,s), 7.12(2H,d,J=8Hz), 7.41(2H,d,J=8Hz), 7.57(1H,t,J=8Hz), 7.70(2H,d,J=8Hz), 8.53(1H,d,J=2Hz) Preparation 219 The object compound was obtained according to a similar manner to that of Preparation 8. amorphous solid MASS (m/z) : 304 (M+1) 'H-NMR (CDC13) 6 : 3.46(2H,d,J=8Hz), 3.60(3H,s), 4.80(1H,t,J=8Hz), 7.11(1H,s), 7.12-7.22(2H,m), 7.43(2H,d,J=8Hz), 7.61(1H,t,J=8Hz), 7.70(2H,d,J=8Hz), 8.58(1H,d,J=2Hz) Preparation 220 The object compound was obtained according to a similar manner to that of Preparation 5. amorphous solid MASS (m/z) : 430 (M+1) H-NMR (CDCl3) d : 1.50(9H,s), 3.18-3.28(1H,m), 3.32-3.47(1H,m), 4.70-4.78(2H,m), 4.80(1H,br s), 6.29(1H,br s), 7.27(1H,d,J=6Hz), 7.71(lH,br s), 8.10(2H,d,J=8Hz), 8.32(2H,d,J=8Hz), 8.62(1H,d,J=6Hz), 9. 14(iH,s) Preparation 221 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS (m/z) : 425 (M+1) 'H-NMR (CDCl3) 6 : 1.40(9H,s), 3.38-3.48(1H,m), 3.50-3.60(1H,m), 3.69(3H,s), 5.43(1H,d,J=8Hz), 5.58(1H,q,J=8Hz), 7.10(1H,s), 7.21(1H,d,J=4Hz), 7.50(2H,d,J=8Hz), 8.30(2H,d,J=8Hz), 8.59(1H,d,J=4Hz), 9.11 (1H,s) Preparation 222 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 325 (M+1) H-NMR (CDCl3) d : 3.29-3.39(1H,m), 3.48-3.58(1H,m), 3.73(3H,s), 4.70(1H,t J=8Hz), 7.17(1H,s), 7.29(1H,d,J=6Hz), 7.52(2H,d,J=8Hz), 8.30(2H,d,J=8Hz), 8.62(1H,d,J=6Hz), 9.19(1H,s) Preparation 223 The object compound was obtained according to a similar manner to that of Preparation 5. oil MASS (m/z) : 428 (M+1) 'H-NMR (CDCl3) d 1.41(3H,t,J=8Hz), 1.43(9H,s), 3.10-3.30(1H,m), 3.31-3.42(1H,m), 4.08(2H,q,J=8Hz), 4.68(2H,d,J=4Hz), 4.70(1H,br s), 6.4O(1H,br s), 7.09-7.19(2H,m), 7.21(1H,d,J=8Hz), 7.38(1H,t,J=8Hz), 7.41(1H,s), 7.50(1H,d,J=8Hz), 7.60(1H,t,J=8Hz), 7.90(1H,br s), 8.57(1H,d,J=2Hz) Preparation 224 The object compound was obtained according to a similar manner to that of Preparation 2. oil MASS (m/z) : 423 (M+1) H-NMR (CDCl3) d 1.39(9H,s), 1.44(3H,t,J=8Hz), 3.33-3.50(2H,m), 3.43(3H,s), 4.03(2H,q,J=8Hz), 5.30-5.51(2H,m), 6.80-6.91(3H,m), 7.00(1H,s), 7.03-7.18(2H,m), 7.30(1H,t,J=8Hz), 7.53(1H,t,J=6Hz), 8.52(1H,d,J=2Hz), Preparation 225 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 323 (M+1) H-NMR (CDCl3) d 1.43(3H,t,J=8Hz), 3.24-3.38(1H,m), 3.39-3.50(1H,m), 3.50(3H,s), 4.07(2H,q,J=8Hz), 4.52-4.61(1H,m), 6.80-6.92(3H,m), 7.00(1H,s), 7.10-7.20(2H,m), 7.31(1H,t,J=8Hz), 7.60(1H,t,J=8Hz), 8.59(1H,d,J=2Hz) Preparation 226 The object compound was obtained according to a similar manner to that of Preparation 5. amorphous solid MASS (m/z) : 490 (M+1) 1H-NMR (CDCl3) # 1.42(9H,s), 3.19-3.30(1H,m), 3.30-3.41(1H,m), 4.61(2H,d,J=4Hz), 4.62-4.73(1H,m), 5.11(2H,s), 6.41(1H,br s), 7.00(2H,d,J=8Hz), 7.12(1H,t,J=8Hz), 7.20(1H,d,J=8Hz), 7.30-7.48(5H,m), 7.59(1H,t,J=8Hz), 7.84(1H,br s), 7.91(2H,d,J=8Hz), 8.52(1H,d,J=4Hz) Preparation 227 The object compound was obtained according to a similar manner to that of Preparation 2. oil MASS (m/z) : 485 (M+1) H-NMR (CDCl3) 6 1.38(9H,s), 3.38(3H,s), 3.41(2H,d,J=8Hz), 5.10(2H,s), 5.30-5.42(1H,m), 5.42-5.50(1H,m), 6.91(1H,s), 7.00(2H,d,J=8Hz), 7.10(2H,t,J=8Hz), 7.20(2H,d,J=8Hz), 7.30-7.48(5H,m), 7.53(1H,t,J=8Hz), 8.52(1H,d,J=2Hz) Preparation 228 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 385 (M+1) H-NMR (CDCl3) 6 3.20-3.48(2H,m), 3.48(3H,s), 4.58(1H,t,J=8Hz), 5.10(2H,s), 6.97(1H,s), 7.00(2H,d,J=8Hz), 7.13(2H,d,J=8Hz), 7.21(2H,d,J=8Hz), 7.30-7.50(5H,m), 7.59(1H,t,J=8Hz), 8.58(1H,d,J=2Hz) Preparation 229 The object compound was obtained according to a similar manner to that of Preparation 5. amorphous solid MASS (m/z) : 368 (M+1) H-NMR (CDCl3) 6 1.50(9H,s), 3.18(1H,br s), 3.70-3.80(1H,m), 4.12(1H,d,J=10Hz), 4.28-4.38(1H,m), 4.71-4.91(2H,m), 5.62(1H,d,J=8Hz), 7.53(1H,br s), 8.13(2H,d,J=8Hz), 8.33(2H,d,J=8Hz) Preparation 230 The object compound was obtained according to a similar manner to that of Preparation 2. oil MASS (m/z) : 363 (M+1) H-NMR (CDCl3) d 1.47(9H,s), 3.70(3H,s), 3.91(1H,dd,J=15 and 2Hz), 4.22(1H,dd,J=15 and 2Hz), 4.92-5.01(1H,m), 5.58(1H,d,J=8Hz), 7.10(1H,s), 7.58(2H,d,J=8Hz), 8.31(2H,d,J=8Hz) Preparation 231 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 263 (M+1) 1H-NMR (CDCl3) # 3.71(3H,s), 3.81-3.91(1H,m), 4.00-4.12(2H,m), 7.10(1H,s), 7.54(2H,d,J=8Hz), 8.30(2H,d,J=8Hz), Preparation 232 The object compound was obtained according to a similar manner to that of Preparation 5. amorphous solid MASS (m/z) : 428 (M+1) H-NMR (CDCl3) 6 1.48(9H,s), 3.20-3.30(1H,m), 3.31-3.42(1H,m), 4.61(2H,d,J=4Hz), 4.63-4.72(1H,m), 6.09(2H,s), 6.41(1H,br s), 6.88(1H,d,J=8Hz), 7.11-7.23(2H,m), 7.41(1H,s), 7.50-7.67(2H,m), 7.89(1H,br s), 8.58(1H,d,J=2Hz) Preparation 233 The object compound was obtained according to a similar manner to that of Preparation 2. oil MASS (m/z) : 423 (M+1) 1H-NMR (CDCl3) # 1.38(9H,s), 3.40(3H,s), 3.42(2H,d,J=8Hz), 5.30-5.50(2H,m), 5.99(2H,s), 6.70-6.77(2H,m), 6.82(1H,d,J=8Hz), 6.90(1H,s), 7.10(2H,t,J=8Hz), 7.52(1H,t,J=8Hz), 8.52(1H,d,J=8Hz) Preparation 234 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 323 (M+1) H-NMR (CDCl3) d 3.27-3.37(1H,m), 3.38-3.47(1H,m), 3.50(3H,s), 4.52-4.60(1H,m), 6.00(2H,s), 6.72-6.80(2H,m), 6.85(1H,d,J=8Hz), 6.93(1H,s), 7.10-7.20(2H,m), 7.60(1H,t,J=8Hz), 8.59(1H,d,J=2Hz) Preparation 235 The object compound was obtained according to a similar manner to that of Preparation 5. oil MASS (m/z) : 380 (M-l) H-NMR (CDCl3) 6 1.49(9H,s), 3.40(3H,s), 3.51(1H,dd,J=10 and 7Hz), 3.90(1H,dd,J=8 and 2Hz), 4.30-4.40(1H,m), 4.70-4.90(2H,m), 5.42(1H,br s), 7.43(1H,br s), 8.13(2H,d,J=8Hz), 8.35(2H,d,J=8Hz), Preparation 236 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS (m/z) : 377 (M+1) H-NMR (CDCl3) 6 1.46(9H,s), 3.33(3H,s), 3.62-3.72(1H,m), 3.70(3H,s), 3.79-3.88(1H,m), 5.11(lH,q,J=8Hz), 5.41(lH,d,J=8Hz), 7.19(1H,s), 7.53(2H,d,J=8Hz), 8.30(2H,d,J=8Hz) Preparation 237 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 277 (M+1) lHNMR (CDCl3) # 3.40(3H,s), 3.71(3H,s), 3.77-3.88(2H,m), .22(2H,br s), 4.37-4.50(1H,m), 7.19(1H,s), 7.51(2H,d,J=8Hz), 8.30(2H,d,J=8Hz), Preparation 238 The object compound was obtained according to a similar manner to that of Preparation 5. oil MASS (m/z) : 458 (M+1) H-NMR (CDCl3 d 1.49(9H,s), 3.59-3.68(1H,m), 3.90-4.02(1H,m), 4.30-4.42(1H,m), 4.50-4.62(2H,m), 4.78-7.84(2H,m), 5.43(1H,br s), 7.28-7.39(5H,m), 7.42(1H,br s), 8.13(2H,d,J=8Hz), 8.37(2H,d,J=8Hz) Preparation 239 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS (m/z) : 453 (M+1) 1H-NMR (CDCl3) d 1.41(9H,s), 3.68(3H,s), 3.78(1H,t,J=8Hz), 3.97(1H,t,J=8Hz), 4.52(2H,s), 5.15(1H,q,J=8Hz), 5.45(1H,d,J=8Hz), 7.19(1H,s), 7.20-7.38(5H,m), 7.51(2H,d,J=8Hz), 8.30(2H,d,J=8Hz) Preparation 240 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 353 (M+1) H-NMR (CDCl3) 6 3.70(3H,s), 3.83(2H,d,J=8Hz), 4.30(1H,t,J=8Hz), 4.59(2H,s), 7.18(1H,s), 7.20-7.38(5H,m), 7.51(2H,d,J=8Hz), 8.30(2H,d,J=8Hz) Preparation 241 The object compound was obtained according to a similar manner to that of Preparation 5 except that a mixture of dichloromethane and dimethylformamide was used instead of dichloromethane. amorphous solid MASS (m/z) : 416 (M-1) H-NMR (DMSO-d6) 6 1.31(9H,s), 2.70-2.98(2H,m), 4.19-4.30(1H,m), 4.57-4.75(2H,m), 6.79(1H,s), 6.99(1H,d,J=8Hz), 7.53(1H,s), 8.11-8.30(4H,m), 8.33(2H,d,J=8Hz) Preparation 242 The object compound was obtained according to a similar manner to that of Preparation 2. oil MASS (m/z) : 413 (M+1) H-NMR (CDCl3) 6 1.48(9H,s), 3.33(2H,d,J=7Hz), 3.62(3H,s), 5.09-5.19(1H,m), 5.19-5.30(1H,m), 6.90(1H,s), 7.19(1H,s), 7.28(1H,s), 7.51(1H,s), 7.58(2H,d,J=8Hz), 8.31(2H,d,J=8Hz) Preparation 243 The object compound was obtained according to a similar manner to that of Preparation 8. amorphous solid MASS (m/z) : 313 (M+1) H-NMR (CDCl3) 6 3.22(2H,d,J=7Hz), 3.69(3H,s), 4.33(1H,t,J=8Hz), 6.89(1H,s), 7.19(1H,s), 7.28(1H,s), 7.52(2H,d,J=8Hz), 7.59(1H,s), 8.30(2H,d,J=8Hz) Preparation 244 The object compound was obtained according to a similar manner to that of Preparation 5. oil MASS (m/z) : 418 (M+1) H-NMR (CDCl3) 6 1.48(9H,s), 3.20-3.30(1H,m), 3.32-3.43(1H,m), 4.62-4.72(1H,m), 4.67(2H,d,J=2Hz), 6.42(lH,br s), 7.12-7.23(2H,m), 7.47(2H,d,J=8Hz), 7.60(1H,t,J=8Hz), 7.89(2H,d,J=8Hz), 7.93(1H,br s), 8.53(1H,d,J=2Hz) Preparation 245 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS (m/z) : 413 (M+1 ) 1H-NMR (CDCl3) 6 1.37(9H,s), 3.38-3.48(2H,m), 3.44(3H,s), 5.33-5.52(2H,m), 6.90(1H,s), 7.10(2H,t,J=8Hz), 7.21(2H,d,J=8Hz), 7.40(2H,d,J=8Hz), 7.57(1H,t,J=8Hz) 8.52(1H,d,J=2Hz) Preparation 246 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 313 (M+1) H-NMR (CDC13) 6 3.27-3.38(1H,m), 3.39-3.50(1H,m), 3.50(3H,s), 4.53-4.62(1H,m), 7.01(1H,s), 7.13(1H,d,J=8Hz), 7.18(1H,t,J=8Hz), 7.25(2H,d,J=8Hz), 7.40(2H,d,J=8Hz), 7.60(1H,t,J=8Hz), 8.59(1H,d,J=2Hz) Preparation 247 A mixture of 6-acetylquinoline (2.0 g), hydroxylamine hydrochloride (1.0 g) and sodium carbonate (1.7 g) in ethanol (20 ml) was refluxed for 1 hour. After cooling to room temperature, water was added to the mixture. The precipitate was collected and washed with diethyl ether to give the object compound as a pale yellow solid (1.7 g). mp : 170-173°C MASS (ESI) (m/z) : 187 (M+H)+ H-NMR (CDCl3, 6) 2.43(3H,s), 7.44(1H,dd,J=7.5, 4.5Hz), 8.00(1H,s), 8.16-8.23(3H,m), 8.94(1H,d,J=4.5Hz), 9.46(1H,s) Preparation 248 To a solution of the starting compound (1.50 g) in pyridine (15 ml) cooled to 0°C was added p-toluenesulfonyl chloride (1.84 g) with stirring under an atmosphere of nitrogen, and the mixture was stirred at 0°C for 9 hours. After the reaction mixture was poured into ice- water, the precipitate was collected and washed successively with water and 2-propanol to give the object compound as a pale brown solid (1.62 g). mp : 119.5-121°C MASS (ESI) (m/z) : 341 (M+H)+ H-NMR (CDC13, 6) 2.43(3H,s), 2.48(3H,s), 7.36(2H,d,J=7.5Hz), 7.44(1H,dd,J=7.5, 4.5Hz), 7.92-8.03(4H,m), 8.07(1H,d,J=7.5Hz), 8.18(1H,d,J=7.5Hz), 8.95(1H,d,J=4.5Hz) Preparation 249 Potassium (258.4 mg) was added to a suspension of the starting compound (1.5 g) in ethanol (40 ml), and the mixture was stirred at room temperature for 72 hours. The precipitate of potassium p- toluenesulfonate was removed by filtration, and the filtrate was diluted with diethyl ether (400 ml). A further precipitate of the potassium salt was filtered off, and the ethereal solution was extracted twice with 1.5N hydrochloric acid (50 ml). The combined extracts were evaporated in vacuo, and the residue was recrystallized from 2-propanol to give the object compound as an off-white solid (1.31 g). mp : 293.5-296°C MASS (ESI) (m/z) : 187 (M+H)+ H-NMR (DMSO-d6, d) 4.72(1H,d,J=5.5Hz), 4.77(1H,d,J=5.5Hz), 7.83(1H,dd,J=7.5, 5.5Hz), 8.30(1H,d,J=7.5Hz), 8.37(1H,d,J=7.5Hz), 8.55(2H,br s), 8.81(1H,d,J=7.5Hz), 8.97(1H,s), 9.20(1H,d,J=5.5Hz) Preparation 250 The object compound was obtained according to a similar manner to that of Preparation 5. oil MASS (m/z) : 435 (M+1) tH-NMR (CDCl3) d 1.50(9H,s), 3.20-3.31(lH,m), 3.31-3.48(1H,m), 4.68-4.80(1H,m), 4.87(2H,d,J=4Hz), 6.49(1H,br s), 7.18(1H,t,J=6Hz), 7.22(1H,d,J=8Hz), 7.51(1H,dd,J=8 and 2Hz), 7.61(lH,t,J=8Hz), 8.02(1H,br s), 8.13-8.31(3H,m), 8.49(1H,s), 8.58(1H,d,J=2Hz), 9.08(1H,d,J=2Hz) Preparation 251 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS (m/z) : 430 (M+1) 'H-NMR (CDCl3) d 1.40(9H,s), 3.49(2H,d,J=6Hz), 3.51(3H,s), 5.38-5.60(2H,m), 7.10(1H,s), 7.11-7.20(2H,m), 7.43(1H,dd,J=8 and 2Hz), 7.59(1H,t,J=8Hz), 7.63(1H,d,J=8Hz), 7.77(1H,s), 8.17(2H,t,J=8Hz), 8.56(1H,d,J=2Hz), 8.92(1H,d,J=2Hz), Preparation 252 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 330 (M+1) H-NMR (CDCl3) 6 3.40-3.60(2H,m), 3.65(3H,s), 4.88(1H,t,J=8Hz), 7.10-7.21(3H,m), 7.46(1H,dd,J=8 and 2Hz), 7.58-7.70(2H,m), 7.79(1H,s), 8.10-8.20(2H,m), 8.59(1H,d,J=2Hz), 8.99(1H,d,J=2Hz) Preparation 253 The object compound was obtained according to a similar manner to that of Preparation 2. oil MASS (m/z) : 495 (M+1) 'H-NMR (CDCl3) d 1.20(3H,t,J=8Hz), 1.40(9H,s), 3.00-3.10(1H,m), 3.20-3.33(1H,m), 4.12(2H,q,J=8Hz), 5.13(1H,d,J=10Hz), 5.18(1H,d,J=10Hz), 5.28(1H,d,J=8Hz), 5.32-5.45(1H,m), 7.09(1H,s), 7.28-7.40(5H,m), 7.51(2H,d,J=8Hz), 8.30(2H,d,J=8Hz), Preparation 254 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 395 (M+1) 'H-NMR (CDCl3) 6 1.25(3H,t,J=8Hz), 3.00-3.10(1H,m), 3.18-3.30(1H,m), 4.02-4.30(2H,m), 4.55(1H,t,J=8Hz), 5.11(1H,d,J=8Hz), 5.18(1H,d,J=8Hz), 7.10(1H,s), 7.28-7.40(5H,m), 7.51(2H,d,J=8Hz), 8.29(2H,d,J=8Hz) Preparation 255 The object compound was obtained according to a similar manner to that of Preparation 2. oil MASS (m/z) : 459 (M+1) 'H-NMR (CDCl3) d 1.18(3H,t,J=8Hz), 1.40(9H,s), 3.42-3.52(1H,m), 3.53-3.70(1H,m), 3.95-4.12(2H,m), 5.50(1H,q,J=8Hz), 5.70(1H,br s), 7.08(1H,s), 7.10-7.20(2H,m), 7.21-7.30(2H,m), 7.31(1H,s), 7.40-7.51(3H,m), 7.58(1H,t,J=8Hz), 7.90(1H,s), 8.52(1H,d,J=2Hz) Preparation 256 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 359 (M+1) 'H-NMR (CDCl3) 6 1.20(3H,t,J=8Hz), 3.35-3.60(2H,m), 3.90-4.17(2H,m), 4.62-4.72(1H,m), 7.03(1H,s), 7.18(2H,d,J=8Hz), 7.23(2H,d,J=8Hz), 7.31(1H,s), 7.40-7.50(2H,m), 7.61(1H,t,J=8Hz), 7.89-7.92(2H,m), 8.59(1H,d,J=2Hz) Preparation 257 The object compound was obtained according to a similar manner to that of Preparation 2. oil MASS (m/z) : 437 (M+1) 'H-NMR (CDCl3) 6 1.07(3H,t,J=8Hz), 1.32(9H,s), 1.42(3H,t,J=8Hz), 3.12-3.33(1H,m), 3.40-3.60(1H,m), 3.80-4.00(1H,m), 4.05(2H,q,J=8Hz), 5.41(1H,q,J=8Hz), 5.59(1H,d,J=8Hz), 6.90(1H,s), 6.92(2H,d,J=8Hz), 7.08-7.19(2H,m), 7.21(2H,d,J=8Hz), 7.53(1H,t,J=8Hz), 8.52(1H,d,J=2Hz), Preparation 258 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 337 (M+1) 'H-NMR (CDCl3) 6 1.12(3H,t,J=8Hz), 1.48(3H,t,J=8Hz), 3.20-3.31(lH,m), 3.33-3.50(1H,m), 3.80-4.00(2H,m), 4.03(2H,q,J=8Hz), 4.56-4.70(1H,m), 6.90(1H,s), 6.92(2H,d,J=8Hz), 7.13(2H,d,J=8Hz), 7.19-7.30(2H,m), 7.60(1H,t,J=8Hz), 8.60(1H,d,J=8Hz), Preparation 259 The object compound was obtained according to a similar manner to that of Preparation 5. amorphous solid MASS (m/z) : 469 (M+1) 'H-NMR (CDCl3) 6 1.44(9H,s), 3.23-3.42(6H,m), 3.80-3.90(4H,m), 4.60(2H,d,J=2Hz), 4.63-4.78(1H,m), 6.39(1H,br s), 6.87(2H,d,J=8Hz), 7.12-7.3O(2H,m), 7.62(1H,t,J=8Hz), 7.88(3H,d,J=8Hz), 8.58(1H,d,J=2Hz) Preparation 260 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS (m/z) : 464 (M+1) 'H-NMR (CDCl3) 6 1.39(9H,s), 3.10-3.22(4H,m), 3.28-3.60(2H,m), 3.42(3H,s), 3.80-3.92(4H,m), 5.40(1H,q,J=8Hz), 5.60(1H,d,J=6Hz), 6.91(2H,d,J=8Hz), 6.92(1H,s), 7.11(2H,d,J=8Hz), 7.20(2H,d,J=8Hz), 7.52(1H,t,J=8Hz), 8.52(1H,d,J=2Hz) Preparation 261 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 364 (M+1) 'H-NMR (CDCl3) d 3.10-3.28(4H,m), 3.28-3.50(2H,m), 3.46(3H,s), 3.78-3.91(4H,m), 4.60(1H,t,J=8Hz), 6.92(2H,d,J=8Hz), 6.93(1H,s), 7.12(2H,t,J=8Hz), 7.20(2H,d,J=8Hz), 7.59(1H,t,J=8Hz), 8.59(1H,d,J=8Hz), Preparation 262 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 478 (M+H)+ 'H-NMR (CDCl3,300MHz)6 : 1.10(3H,t,J=7Hz), 1.34(9H,s), 3.10-3.25(4H,m), 3.38-3.65(2H,m), 3.76-4.04(6H,m), 5.38-5.52(1H,m), 5.65(1H,br d,J=8Hz), 6.91(2H,d,J=8Hz), 6.93(1H,s), 7.02-7.30(4H,m), 7.45-7.60(1H,m), 8.51(1H,d,J=5Hz) Preparation 263 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 378 (M+H)+ H-NMR (CDC13,300MHz)d : 1.15(3H,t,J=7Hz), 3.11-3.31(4H,m), 3.36-3.57(2H,m), 3.75-4.10(6H,m), 4.68(1H,t,J=7Hz), 6.93(2H,d,J=8Hz), 6.97(1H,s), 7.08-7.29(4H,m), 7.53-7.66(1H,m), 8.54(1H,d,J=5Hz) Preparation 264 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 473 (M+H)+ H-NMR (CDCl3,300MHz)6 : 0.76(3H,t,J=7Hz), 1.38(9H,s), 1.40-1.60(2H,m), 3.48-3.80(2H,m), 3.88-4.08(2H,m), 5.40-5.60(2H,m), 7.02-7.65(10H,m), 7.92(1H,s), 8.52(1H,d,J=5Hz) Preparation 265 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 373 (M+H)+ 'H-NMR (CDCl3,300MHz)6 : 0.78(3H,t,J=7Hz), 1.36-1.72(2H,m), 3.42-3.74(2H,m), 3.85-4.24(2H,m), 4.81-5.02(1H,m), 7.08(1H,s), 7.15-7.72(9H,m), 7.93(1H,s), 8.55(1H,d,J=5Hz) Preparation 266 To an ice-cooled suspension of sodium hydride (60%, 2.21 g) in N,N-dimethylformamide (35 ml) was added 1,2,4-triazole (3.80 g) portionwisely. After the evolution of hydrogen was ceased, the mixture was heated at 400C for 20 minutes and allowed to cool to room temperature. To this mixture was added the starting compound (6.91 g) and the mixture was heated at 80°C for 4 hours. The mixture was poured into water and extracted three times with ethyl acetate. The extract was washed three times with brine, dried over magnesium sulfate, filtered, and concentrated. The crude product was purified by recrystallization from ethyl acetate-diisopropyl ether to give the object compound (3.36 g).

MASS (ESI) (m/z) : 188 (M+H)+ 'H-NMR (CDCl3,300MHz)6 : 2.65(3H,s), 7.83(2H,d,J=8Hz), 8.12(2H,d,J=8Hz), 8.15(1H,s), 8.67(1H,s) Preparation 267 The object compound was obtained according to a similar manner to that of Preparation 108.

MASS (ESI) (m/z) : 266, 268 (free, M+H)+ tH-NMR (DMSO-d6,300MHz) 6 : 4.98(2H,s), 8.08(2H,d,J=8Hz), 8.20(2H,d,J=8Hz), 8.33(1H,s), 9.51(1H,s) Preparation 268 The object compound was obtained according to a similar manner to that of Preparation 109.

MASS (ESI) (m/z) : 229 (M+H)+ H-NMR (CDCl3,300MHz)6 : 4.68(2H,s), 7.86(2H,d,J=8Hz), 8.08(2H,d,J=8Hz), 8.16(1H,s), 8.68(1H,s) Preparation 269 The object compound was obtained according to a similar manner to that of Preparation 110 except that a mixture of methanol and tetrahydrofuran was used instead of methanol.

MASS (ESI) (m/z) : 203 (free, M+H)+ H-NMR (DMSO-d6,300MHz) 6 : 4.65(2H,q,J=5Hz), 8.00-8.27(4H,m), 8.34(1H,s), 8.46(3H,br s), 9.54(1H,s) Preparation 270 The object compound was obtained according to a similar manner to that of Preparation 91.

MASS (ESI) (m/z) : 451 (M+H)+ lH-NMR (CDCl3,300MHz) 6 : 1.46(9H,s), 3.20-3.44(2H,m), 4.61-4.78(3H,m), 6.44(1H,br d,J=8Hz), 7.10-7.25(2H,m), 7.54-7.65(1H,m), 7.84(2H,d,J=8Hz), 8.00(1H,br s), 8.09(2H,d,J=8Hz), 8.14(1H,s), 8.55(1H,d,J=5Hz), 8.68(1H,s) Preparation 271 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 446 (M+H)+ 'H-NMR (CDCl3,300MHz) 6 : 1.36(9H,s), 3.36-3.50(2H,m), 3.49(3H,s), 5.35-5.49(1H,m), 5.53(1H,br d,J=8Hz), 7.05(1H,s), 7.07-7.18(2H,m), 7.44(2H,d,J=8Hz), 7.50-7.62(1H,m), 7.74(2H,d,J=8Hz), 8.12(1H,s), 8.54(1H,d,J=5Hz), 8,59(1H,s) Preparation 272 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 346 (M+H)+ 1H-NMR (CDCl3,300MHz) # : 3.26-3.51(2H,m), 3.56(3H,s), 4.61(1H,t,J=7Hz), 7.09(1H,s), 7.15(2H,d,J=8Hz), 7.48(2H,d,J=8Hz), 7.55-7.65(1H,m), 7.74(2H,d,J=8Hz), 8.12(1H,s), 8.57(1H,d,J=5Hz), 8.59(1H,s) Preparation 273 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS (ESI) (m/z) : 460 (M+H)+ 'H-NMR (CDCl3,300MHz) # : 1.13(3H,t,J=7Hz), 1.34(9H,s), 3.34-3.60(2H,m), 3.84-4.13(2H,m), 5.33(1H,br d,J=8Hz), 5.35-5.51(1H,m), 7.03(1H,s), 7.06-7.18(2H,m), 7.47(2H,d,J=8Hz), 7.50-7.60(1H,m), 7.74(2H,d,J=8Hz), 8.12(1H,s), 8.53(1H,d,J=5Hz), 8.59(1H,s) Preparation 274 The object compound was obtained according to a similar manner to that of Preparation 4.

MASS (ESI) (m/z) : 360(M+H)+ 'H-NMR (CDCl3,300MHz) 6 : 1.16(3H,t,J=7Hz), 3.29-3.52(2H,m), 3.89-4.14(2H,m), 4.60(1H,t,J=7Hz), 7.07(1H,s), 7.10-7.20(2H,m), 7.48(2H,d,J=8Hz), 7.54-7.64(1H,m), 7.75(2H,d,J=8Hz), 8.13(1H,s), 8.58(1H,d,J=5Hz), 8.60(1H,s) Preparation 275 The object compound was obtained according to a similar manner to that of Preparation 5. amorphous solid MASS (m/z) : 467 (M+1) 'H-NMR (CDCl3) # : 1.48(9H,s), 1.68(6H,s), 3.20-3.42(2H,m), 3.39(4H,s), 4.57(2H,d,J=2Hz), 4.61-4.72(1H,m), 6.38(1H,d,J=2Hz), 6.81(2H,d,J=8Hz), 7.12(1H,t,J=6Hz), 7.20(1H,d,J=8Hz), 7.60(1H,t,J=8Hz), 7.80(2H,d,J=8Hz), 7.81 (1H,s), 8.54(1H,d,J=2Hz) Preparation 276 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS (m/z) : 462 (M+1) 'H-NMR (CDCl3)6 : 1.39(9H,s), 1.67-1.78(6H,m), 3.17-3.23(4H,m), 3.38(3H,s), 3.47(2H,t,J=8Hz), 5.40(1H,q,J=8Hz), 5.58(1H,d,J=8Hz), 6.91(1H,s), 6.93(2H,d,J=8Hz), 7.06-7.20(2H,m), 7.17(2H,d,J=8Hz), 7.53(1H,t,J=8Hz), 8.51(1H,d,J=2Hz) Preparation 277 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS (m/z) : 362 (M+1) 'H-NMR (CDCl3)d : 1.53-1.68(2H,m), 1.68-1.80(4H,m), 3.17-3.28(4H,m), 3.28-3.41(2H,m), 3.48(3H,s), 4.60(1H,t,J=8Hz), 6.90-7.00(3H,m), 7.10-7.22(4H,m), 7.59(1H,t,J=8Hz), 8.59(1H,d,J=2Hz) Preparation 278 The starting compound (3.6 g) was dissolved in tetrahydrofuran (36 ml) under a nitrogen atmosphere and cooled to -30°C. 1M Lithium aluminum hydride solution in tetrahydrofuran (11.7 ml) was added dropwise to the solution at -30°C, and the reaction mixture was stirred at -30°C for 1 hour. Water was added carefully, and the mixture was stirred at room temperature for 30 minutes. Ethyl acetate and 1N-hydrochloric acid were added to the suspension and extracted. The organic layer was washed with water, a saturated sodium hydrogencarbonate solution and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the object compound (501.3 mg) as a pale yellow amorphous solid.

MASS (m/z) : 484 (M+H)+ H-NMR (CDCl3)6 : 1.41(9H,s), 2.80(3H,s), 3.17(1H,dd,J=12.0 and 9.0Hz), 3.37(1H,dd,J=12.0 and 7.0Hz), 5.01(lH,m), 5.69(1H,d,J=7.5Hz), 6.99-7.06(2H,m), 7.09(2H,d,J=7.5Hz), 7.19-7.26(3H,m), 7.61(2H,d,J=7.5Hz), 9.68(1H,s) Preparation 279 The object compound was obtained according to a similar manner to that of Preparation 6.

MASS (m/z) : 522 (M+H)+ 'H-NMR (CDCl3) # : 1.47(9H,s), 2.77(3H,s), 3.14(1H,m), 3.38(1H,dd,J=13.5 and 5.5Hz), 4.99(1H,m), 5.80(1H,m), 6.97-7.12(5H,m), 7.19-7.29(5H,m), 7.56(2H,d,J=7.5Hz) Preparation 280 The object compound was obtained according to a similar manner to that of Preparation 3. yellow amorphous solid MASS (m/z) : 422 (M+H)+ H-NMR (CDCl3)6 : 2.93(3H,s), 3.19(2H,d,J=7.5Hz), 4.21(1H,t,J=7.5Hz), 6.98(1H,s), 7.02-7.09(2H,m), 7.12(1H,d,J=7.5Hz), 7.20-7.31(5H,m), 7.56(2H,d,J=7.5Hz) Preparation 281 The object compound was obtained according to a similar manner to that of Preparation 91. brown oil MASS (m/z) : 463 (M+H)+ H-NMR (CDCl3)d : 3.28(1H,dd,J=15.0 and 7.0Hz), 3.40(1H,m), 4.72(2H,br s), 4.76(1H,m), 5.15(2H,s), 6.83(1H,m), 7.13-7.42(7H,m), 7.61(1H,t,J=7.5Hz), 8.10(2H,d,J=7.5Hz), 8.15(1H,m), 8.32(2H,d,J=7.5Hz), 8.53(1H,d,J=5.5Hz) Preparation 282 The starting compound (420 mg), xylene (6 ml) and acetic acid (1 ml) were mixed, and ammonium acetate (462 mg) was added to the solution at room temperature. The reaction mixture was refluxed for 2.5 hours with azeotropic removal of water and allowed to cool. The mixture was concentrated in vacuo, and the residue was dissolved in ethyl acetate. The organic solution was washed with a saturated sodium hydrogen carbonate solution and saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated in vacuo. The residue was purified by flash column chromatography over silica gel with a chloroform-methanol (20:1) as eluent to give the object compound as a brown amorphous solid.

MASS (m/z) : 444 (M+H)+ H-NMR (CDCl3)6 : 3.45(1H,dd,J=15.0 and 7.0Hz), 3.60(1H,m), 5.13(2H,s), 5.19(1H,m), 6.68(1H,m), 7.18-7.41(9H,m), 7.67(1H,t,J=7.5Hz), 7.89(2H,d,J=7.5Hz), 8.21(2H,d,J=7.5Hz), 8.54(1H,d,J=5.5Hz) Preparation 283 The starting compound (340 mg) and 30%-hydrogen bromide solution in acetic acid (3 ml) were mixed at 0°C. The reaction mixture was stirred at room temperature for 1.5 hours and diethyl ether was added to the mixture at 0°C. The precipitate was collected to give the object compound (376.4 mg) as a pale brown solid. mp : 178-181°C MASS (m/z) : 310 (M+H)+ H-NMR (DMSO-d6) # : 3.61(1H,dd,J=15.0 and 7.0Hz), 3.68(1H,dd,J=15.0 and 7.0Hz), 5.01(1H,m), 7.57(1H,d,J=7.5Hz), 7.61(1H,t,J=7.5Hz), 7.99(1H,s), 8.03(2H,d,J=7.5Hz), 8.11(1H,t,J=7.5Hz), 8.27(2H,d,J=7.5Hz), 8.72(1H,d,J=5.5Hz) Preparation 284 The object compound was obtained according to a similar manner to that of Preparation 5. off-white solid mp : 190-191.5°C MASS (m/z) : 349 (M-H)+ H-NMR (DMSO-d6)6 : 1.18(3H,t,J=7.5Hz), 4.21 (2H,q,J=7.5Hz), 6.37(1H,d,J=7.5Hz), 7.03(1H,t,J=7.5Hz), 7.20(1H,t,J=7.5Hz), 7.28(1H,d,J=1.0Hz), 7.41(1H,d,J=7.5Hz), 7.52-7.63(3H,m), 7.69(1H,t,J=7.5Hz), 8.02(2H,d,J=7.5Hz), 9.40(1H,d,J=7.5Hz) Preparation 285 The object compound was obtained according to a similar manner to that of Preparation 282. yellow amorphous solid MASS (m/z) : 332 (M+H)+ 1H-NMR (DMSO-d6) # : 1.29(3H,t,J=7.5Hz), 4.21(2H,q,J=7.5Hz), 6.92-7.74(7H,m), 7.31(1H,s), 7.93(2H,d,J=7.5Hz) Preparation 286 The object compound was obtained according to a similar manner to that of Example 73. off-white solid mp : 228-230°C MASS (m/z) : 302 (M-H)+ 1H-NMR (DMSO-d6)6 : 7.02(1H,t,J=7.5Hz), 7.10-7.61(6H,m), 7.59(1H,d,J=7.5Hz), 7.67-7.79(1H,m), 7.89-8.04(1H,m) Preparation 287 The object compound was obtained according to a similar manner to that of Preparation 5. orange solid mp : 114-117°C MASS (m/z) : 541 (M-H)+ 1H-NMR (CDCl3)6 : 1.12(3H,t,J=7.0Hz), 1.48(9H,s), 2.76(1H,dd,J=14.5 and 7.0Hz), 3.04(1H,m), 4.19(2H,q,J=7.0Hz), 4.67(1H,m), 6.05(1H,dd,J=8.5 and 7.0Hz), 6.17(1H,m), 7.10(1H,t,J=7.5Hz), 7.21-7.49(4H,m), 7.68-7.79(1H,m), 8.03-8.32(5H,m) Preparation 288 The object compound was obtained according to a similar manner to that of Preparation 2. yellow amorphous solid MASS (m/z) : 538 (M+H)+ 1H-NMR (CDCl3) # : 1.12(3H,t,J=7.0Hz), 1.43(9H,s), 3.19(1H,m), 3.32(1H,m), 3.59(3H,s), 4.20(2H,q,J=7.0Hz), 5.49(1H,m), 5.71(lH,m), 7.08(1H,t,J=7.5Hz), 7.23-7.37(2H,m), 7.47-7.57(2H,m), 7.53(2H,d,J=7.5Hz), 8.33(2H,d,J=7.5Hz), 8.96(1H,br s) Preparation 289 The object compound was obtained according to a similar manner to that of Preparation 3. yellow amorphous solid MASS (m/z) : 438 (M+H)+ 1H-NMR (CDCl3)6 : 1.19(3H,t,J=7.0Hz), 3.07(1H,dd,J=14.5 and 7.5Hz), 3.17(1H,dd,J=14.5 and 7.5Hz), 3.56(3H,s), 4.22(2H,q,J=7.0Hz), 4.52(1H,t,J=7.5Hz), 7.08(1H,t,J=7.5Hz), 7.30(2H,t,J=7.5Hz), 7.52(2H,d,J=7.5Hz), 7.58(2H,d,J=7.5Hz), 8.32(2H,d,J=7.5Hz), 9.45(1H,br s) Preparation 290 The object compound was obtained according to a similar manner to that of Preparation 91. brown oil MASS (m/z) : 501 (M+H)+ 1H-NMR (CDCl3) # : 1.17(3H,t,J=7.0Hz), 1.47(9H,s), 3.10-3.33(2H,m), 4.17(2H,q,J=7.0Hz), 4.67(1H,m), 6.07(1H,m), 7.09-7.27(3H,m), 7.51-7.66(2H,m), 8.16-8.57(3H,m) Preparation 291 The object compound was obtained according to a similar manner to that of Preparation 2. dark brown amorphous solid MASS (m/z) : 496 (M+H)+ 1H-NMR (CDCl3) # : 1.19(3H,t,J=7.0Hz), 1.39(9H,s), 3.32(3H,s), 3.49(2H,m), 4.20(2H,q,J=7.0Hz), 4.39(1H,m), 6.03(1H,m), 7.04-7.18(2H,m), 7.45(2H,d,J=7.5Hz), 7.55(1H,m), 8.30(2H,d,J=7.5Hz), 8.52(1H,m) Preparation 292 The object compound was obtained according to a similar manner to that of Preparation 3. yellow oil MASS (m/z) : 396 (M+H)+ 1H-NMR (CDCl3) # : 1.20(3H,t,J=7.5Hz), 3.35-3.52(2H,m), 3.43(3H,s), 4.23(2H,q,J=7.5Hz), 4.66(1H,t,J=7.5Hz), 7.19(2H,d,J=7.5Hz), 7.52(2H,d,J=7.5Hz), 7.63(1H,t,J=7.5Hz), 8.35(2H,d,J=7.5Hz), 8.59(1H,d,J=7.5Hz) Preparation 293 The object compound was obtained according to a similar manner to that of Example 73.

MASS (m/z) : 389 (M-1) 1H-NMR (CDCl3) # : 1.45(9H,s), 3.07(1H,dd,J=5 and 15Hz), 3.18(1H,dd,J=7 and 15Hz), 3.73(3H,s), 5.36(1H,m), 5.73(1H,d,J=7Hz), 7.14(1H,s), 7.55(2H,d,J=8Hz), 8.33(2H,d,J=8Hz) Preparation 294 The object compound was obtained according to a similar manner to that of Preparation 5. yellow amorphous solid MASS (m/z) : 434 (M+H)+ 1H-NMR (CDCl3) # : 1.43(9H,s), 3,13(1H,m), 3.15(3H,s), 3.35(1H,m), 3.73(3H,s), 3.79(3H,s), S.41(2H,m), 7.11(lH,s), 7.53(2H,d,J=8.5Hz), 8.30(2H,d,J=8.5Hz) Preparation 295 The object compound was obtained according to a similar manner to that of Preparation 278. yellow amorphous solid MASS (m/z) : 375 (M+H)+ 1H-NMR (CDCl3) # : 1.45(9H,s), 3.17(1H,m), 3.40(1H,m), 3.77(3H,s), 5.27(1H,m), S.41(1H,m), 7.10(1H,s), 7.53(2H,d,J=8.5Hz), 8.30(2H,d,J=8.5Hz), 9.85(1H,s) Preparation 296 The object compound was obtained according to a similar manner to that of Preparation 6. yellow solid mp : 217-218.5°C MASS (m/z) : 413 (M+H)+ 1H-NMR (CDCl3+CD3OD) # : 1.40(9H,s), 3.29(2H,d,J=7.5Hz), 3.61(3H,s), 5.22(1H,t,J=7.5Hz), 6.92(2H,s), 7.10(1H,s), 7.53(2H,d,J=8.5Hz), 8.31(2H,d,J=8.5Hz) Preparation 297 The starting compound (85 mg) and 4N hydrogen chloride solution in ethyl acetate (2 ml) were mixed at 0 °C. The reaction mixture was stirred at room temperature for 2 hours and concentrated in uacuo.

The residue was washed with diethyl ether to give the object compound (89.4 mg) as a pale yellow solid. mp : 88-91°C MASS (m/z) : 313 (M+H)+ 1H-NMR (DMSO-d6) # : 3.79(1H,dd,J=15.0 and 7.5Hz), 3.85(3H,s), 3.89(1H,dd,J=15.0 and 7.5Hz), 5.66(1H,t,J=7.5Hz), 7.42(1H,s), 7.59(2H,s), 7.75(2H,d,J=7.5Hz), 8.33(2H,d,J=7.5Hz) Preparation 298 A mixture of the starting compound (5 g) and phenol (3.03 g) in N,N-dimethylacetamide (50 ml) was stirred until the solids were dissolved. Then potassium carbonate (4.9 g) was added and the solution was refluxed for 1.5 hours. The cooled reaction mixture was treated with water (100 ml) and CHCl (60 ml). The organic phase was separated, dried over anhydrous magnesium sulfate, and concentrated in vacuo. The residue was purified by flash column chromatography over silica gel with a n-hexane/ethyl acetate (6:1) as eluent to give the object compound (4.85 g) as an orange solid. mp : 64-66°C MASS (m/z) : 228 (M-H)+ 'H-NMR (CDCl3)6 : 2.33(3H,s), 6.79(1H,s), 6.93-7.07(3H,m), 7.17(1H,t,J=7.5Hz), 7.33-7.42(2H,m), 7.89(1H,d,J=7.5Hz) Preparation 299 Potassium permanganate (4.14 g) was added portionwise, with stirring, over 1 hour to a mixture of the starting compound (2.0 g) and anhydrous magnesium sulfate (2.1 g) in 2-methyl-2-propanol (30 ml) and water (30 ml) at 90 °C. The reaction mixture was stirred at 90°C for 3 hours, and cooled to room temperature. 2-Propanol was added to the reaction mixture, and the mixture was stirred at room temperature for 1 hour. Water (60 ml) was added, and the suspension was filtered through a celite pad. The filtrate was acidified with 1N hydrochloric acid, and the precipitate was collected by filtration to give the object compound (845.5 mg) as a pale yellow solid. mp : 181-186"C MASS (m/z) : 258 (M-H)+ H-NMR (DMSO-d£)6 : 7.19(2H,d,J=7.5Hz), 7.29(1H,t,J=7.5Hz), 7.43-7.53(3H,m), 7.83(1H,d,J=7.5Hz), 8.17(1H,d,J=7.5Hz) Preparation 300 The object compound was obtained according to a similar manner to that of Preparation 5. orange amorphous solid MASS (m/z) : 455 (M+H)+ 1H-NMR (CDCl3)6 : 4.85(2H,d,J=2.5Hz), 7.09(2H,d,J=7.5Hz), 7.16(1H,br t,J=2.5Hz), 7.23(1H,m), 7.37-7.48(2H,m), 7.51(1H,s), 7.61(1H,d,J=7.5Hz), 7.69(2H,d,J=7.5Hz), 7.87(2H,d,J=7.5Hz), 8.03(1H,d,J=7.5Hz) Preparation 301 The object compound was obtained according to a similar manner to that of Preparation 2. pale brown solid mp : 134-136°C MASS (m/z) : 450 (M+H)+ H-NMR (CDCl3) # : 3.59(3H,s), 7.12(2H,d,J=7.5Hz), 7.19(1H,s), 7.21-7.28(1H,m), 7.28(2H,d,J=7.5Hz), 7.33(1H,d,J=1.OHz), 7.41(2H,d,J=7.5Hz), 7.53(1H,d,J=7.5Hz), 7.60(2H,d,J=7.5Hz), 8.09(1H,d,J=7.5Hz) Preparation 302 The object compound was obtained according to a similar manner to that of Example 60. off-white amorphous solid MASS (m/z) : 420 (M+H)+ H-NMR (CDCl3)6 : 3.57(3H,s), 4.03(2H,br s), 6.90(1H,d,J=7.5Hz), 7.02(2H,d,J=7.5Hz), 7.08(1H,t,J=7.5Hz), 7.11(lH,s), 7.18(1H,s), 7.23-7.36(5H,m), 7.57(2H,d,J=7.5Hz) Preparation 303 The object compound was obtained according to a similar manner to that of Example 146 from the starting compound and benzyl bromide. colorless oil 1H-NMR (CDCl3) # : 2.18(3H,s), 3.89(3H,s), 5.19(2H,s), 6.82(1H,dd,J=8.5 and 1.5Hz), 7.27-7.43(4H,m), 7.51(2H,d,J=8.5Hz), 7.70(1H,br s), 7.83(1H,d,J=8.5Hz) Preparation 304 The object compound was obtained according to a similar manner to that of Example 73. colorless solid mp : 108-111°C MASS (m/z) : 284 (M-H)+ 'H-NMR (DMSO-d6)6 : 2.07(3H,s), 5.13(2H,s), 7.19(1H,d,J=7.5Hz), 7.29-7.45(3H,m), 7.52(2H,d,J=7.5Hz), 7.55(1H,s), 7.69(1H,d,J=7.5Hz) Preparation 305 The object compound was obtained according to a similar manner to that of Preparation 5. off-white solid mp : 194-197°C MASS (m/z) : 481 (M+H)+ 1H-NMR (DMSO-d6) # : 2.06(3H,s), 4.83(2H,d,J=6.0Hz), 5.31(2H,s), 7.20(1H,d,J=8.5Hz), 7.25-7.43(4H,m), 7.53(2H,d,J=8.5Hz), 7.66(1H,s), 7.77(2H,d,J=8.5Hz), 7.84(1H,d,J=8.5Hz), 7.97(2H,d,J=8.5Hz), 8.67(1H,br t,J=6.0Hz) Preparation 306 The object compound was obtained according to a similar manner to that of Preparation 303. colorless oil MASS (m/z) : 288 (M+H)+ 'H-NMR (CDCl3) # : 3.90(3H,s), 5.18(2H,s), 7.31(1H,t,J=8.5Hz), 7.34-7.43(3H,m), 7.47-7.51(2H,m), 7.93(1H,d,J=8.5Hz), 8.07(1H,d,J=8.5Hz) Preparation 307 The object compound was obtained according to a similar manner to that of Example 73. colorless solid mp : 125-128°C MASS (m/z) : 272 (M-H)+ 1H-NMR (DMSO-d6) # : 5.10(2H,s), 7.32-7.47(5H,m), 7.45(1H,t,J=8.5Hz), 8.05(1H,d,J=8.5Hz), 8.09(1H,d,J=8.5Hz) Preparation 308 The object compound was obtained according to a similar manner to that of Preparation 5. pale yellow solid mp : 141.5-143°C MASS (m/z) : 467 (M-H)+ H-NMR (DMSO-d6) # : 4.82(2H,d,J=6.0Hz), 5.18(2H,s), 7.33-7.42(5H,m), 7.44(1H,t,J=8.5Hz), 7.78(2H,d,J=8.5Hz), 7.83(1H,d,J=8.5Hz), 7.99(2H,d,J=8.5Hz), 8.02(1H,d,J=8.5Hz), 9.01(1H,br t,J=6.OHz) Preparation 309 The object compound was obtained according to a similar manner to that of Preparation 2. brown amorphous solid MASS (m/z) : 464 (M+H)+ H-NMR (CDCl3)6 : 3.30(3H,s), 4.78(2H,s), 7.09-7.69(9H,m), 7.82(1H,d,J=8.5Hz), 7.98(2H,d,J=8.5Hz), 8.27(1H,d,J=8.5Hz) Preparation 310 The object compound was obtained according to a similar manner to that of Example 60. brown oil MASS (m/z) : 434 (M+H)+ 1H-NMR (CDCl3) # : 3.41(3H,s), 4.63(2H,s), 6.90-7.66(10H,m), 7.99(1H,d,J=8.5Hz), 8.34(2H,d,J=8.5Hz) Preparation 311 The object compound was obtained according to a similar manner to that of Preparation 298. pale brown oil 'H-NMR (CDCl3) # : 2.60(3H,s), 6.83(1H,d,J=7.5Hz), 6.85(1H,s), 7.08(2H,d,J=7.5Hz), 7.23(1H,t,J=7.5Hz), 7.42(2H,t,J=7.5Hz), 8.06(1H,d,J=7.5Hz) Preparation 312 The object compound was obtained according to a similar manner to that of Preparation 299. pale yellow solid mp : 142-144°C MASS (m/z) : 258 (M-H)+ 1H-NMR (DMSO-d6) # : 7.16-7.25(4H,m), 7.32(1H,t,J=7.5Hz), 7.50(2H,t,J=7.5Hz), 8.08(1H,d,J=7.5Hz) Preparation 313 The object compound was obtained according to a similar manner to that of Preparation 5. off-white solid mp : 160-163.5°C MASS (m/z) : 453 (M-H)+ 1H-NMR (DMSO-d6)6 : 4.76(2H,d,J=6.0Hz), 7.09(1H,d,J=1.5Hz), 4.17(1H,dd,J=8.5 and 1.5Hz), 7.22(2H,d,J=8.5Hz), 7.33(1H,t,J=8.5Hz), 7.53(2H,t,J=8.5Hz), 7.78(2H,d,J=8.5Hz), 7.94(2H,d,J=8.5Hz), 8.13(1H,d,J=8.5Hz), 9.07(1H,t,J=6.0Hz), Preparation 314 The object compound was obtained according to a similar manner to that of Preparation 2. yellow amorphous solid MASS (m/z) : 450 (M+H)+ 1H-NMR (CDCl3) # : 3.41(3H,s), 7.10-7.19(4H,m), 7.21(1H,s), 7.24-7.33(1H,m), 7.30(2H,d,J=8.5Hz), 7.45(2H,t,J=8.5Hz), 7.60(2H,d,J=8.5Hz), 8.22(1H,d,J=8.5Hz) Preparation 315 The object compound was obtained according to a similar manner to that of Example 60. off-white amorphous solid MASS (m/z) : 420 (M+H)+ 1H-NMR (CDCl3) # : 3.55(3H,s), 6.80(1H,d,J=8.5Hz), 6.91-6.98(4H,m), 7.02(1H,t,J=8.5Hz),7.21(lH,s), 7.23-7.32(4H,m), 7.59(2H,d,J=8.5Hz) Preparation 316 The object compound was obtained according to a similar manner to that of Preparation 303. pale orange solid mp : 90.5-91.5°C H-NMR (CDCl3) # : 3.96(3H,s), 5.28(2H,s), 7.30-7.49(5H,m), 7.70(1H,d,J=7.5Hz), 7.83(1H,d,J=2.5Hz), 7.85(1H,d,J=7.5Hz) Preparation 317 The object compound was obtained according to a similar manner to that of Example 73. off-white solid mp : 207-210°C MASS (m/z) : 272 (M-H)+ 1H-NMR (DMSO-d6) # : 5.40(2H,s), 7.31-7.49(5H,m), 7.65(1H,d,J=8.5Hz), 7.87(1H,s), 7.99(1H,d,J=8.5Hz) Preparation 318 The object compound was obtained according to a similar manner to that of Preparation 5. pale yellow solid mp : 171-174°C MASS (m/z) : 467 (M-H)+ 1H-NMR (CDCl3) # : 4.90(2H,d,J=2.5Hz), 5.32(2H,s), 7.31-7.51(6H,m), 7.70(2H,d,J=8.5Hz), 7.72(1H,d,J=1.5Hz), 7.90(2H,d,J=8.5Hz), 7.91(1H,d,J=8.5Hz) Preparation 319 The object compound was obtained according to a similar manner to that of Preparation 2. pale yellow solid mp : 142-144°C MASS (m/z) : 464 (M+H)+ 1H-NMR (CDCl3) # : 3.59(3H,s), 5.32(2H,s), 7.23-7.52(9H,m), 7.56(1H,s), 7.61(2H,d,J=8.5Hz), 7.99(1H,d,J=8.5Hz) Preparation 320 The object compound was obtained according to a similar manner to that of Example 60. pale orange amorphous solid MASS (m/z) : 434 (M+H)+ H-NMR (CDCl3)6 : 3.56(3H,s), 4.03(2H,br s), 5.17(2H,s), 6.80(1H,d,J=8.5Hz), 7.08(1H,d,J=8.5Hz), 7.17(1H,s), 7.24-7.48(6H,m), 7.30(2H,d,J=8.5Hz), 7.57(2H,d,J=8.5Hz) Preparation 321 Trifluoromethanesulfonic anhydride (3.15 g) in dichloromethane (10 ml) was added dropwise, with stirring, over 10 minutes to the starting compound (2.0 g) and 4-dimethylaminopyridine (1.49 g) in dichloromethane (40 ml) at 0°C under a nitrogen atmosphere. The reaction mixture was stirred at room temperature for 2.5 hours, then washed with 1N hydrochloric acid, water, and a saturated sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate, and concentrated in vacuo. The residue was washed with diethyl ether to give the object compound (3.11 g) as an off- white solid. mp : 90-93.5"C MASS (m/z) : 328 (M-H)+ 1H-NMR (CDCl3)6 : 4.01(3H,s), 8.09(1H,s), 8.22(2H,s) Preparation 322 A mixture of the starting compound (1.5 g), phenylboric acid (1.11 g), tetrakis(triphenylphosphine)palladium(0) (158 mg), potassium carbonate (945 mg), and toluene (30 ml) was heated at 80"C for 1 hour under a nitrogen atmosphere. After the mixture was allowed to cool to room temperature, ethyl acetate and water were added to the mixture.

The suspension was filtered through a celite pad. The aqueous layer was separated, and the organic layer was washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated in ?)acuo. The residue was purified by flash column chromatography over silica gel with a n-hexane/ethyl acetate (10:1) as eluent to give the object compound (1.15 g) as a pale yellow wax. mp : 51-53°C H-NMR (CDC13)d : 3.97(3H,s), 7.31-7.37(2H,m), 7.43-7.49(3H,m), 7.86(1H,d,J=8.5Hz), 8.13(1H,d,J=8.5Hz), 8.14(1H,s) Preparation 323 The object compound was obtained according to a similar manner to that of Example 73. pale yellow solid mp : 224-227°C MASS (m/z) : 242 (M-H)+ H-NMR (DMSO-d6) 6 : 7.37-7.43(2H,m), 7.46-7.53(3H,m), 8.00(1H,s), 8.07-8.17(2H,m) Preparation 324 The object compound was obtained according to a similar manner to that of Preparation 5. pale yellow amorphous solid MASS (m/z) : 437 (M-H)+ H-NMR (CDCl3) # : 4.94(2H,d,J=3.0Hz), 7.31(1H,br t,J=3.0Hz), 7.32-7.39(2H,m), 7.42-7.50(3H,m), 7.70(2H,d,J=8.5Hz), 7.89(2H,d,J=8.5Hz), 7.42-7.50(3H,m) Preparation 325 The object compound was obtained according to a similar manner to that of Preparation 2. off-white solid mp : 156-159°C MASS (m/z) : 434 (M+H)+ 1H-NMR (CDCl3) # : 3.73(3H,s), 7.24(1H,s), 7.28-7.47(5H,m), 7.32(2H,d,J=8.5Hz), 7.61(2H,d,J=8.5Hz), 7.81(1H,d,J=8.5Hz), 7.82(1H,s), 8.00(1H,d,J=8.5Hz) Preparation 326 The object compound was obtained according to a similar manner to that of Example 60. pale yellow solid mp : 176-178.5°C MASS (m/z) : 404 (M+H)+ H-NMR (CDCl3)6 : 3.67(3H,s), 3.97(2H,br s), 6.84(1H,d,J=8.5Hz), 7.17(1H,s),7.31(2H,d,J=8.5Hz), 7.31-7.40(1H,m), 7.42-7.52(6H,m), 7.59(2H,d,J=8.5Hz) Preparation 327 Sodium hydride (60%, 1.92 g) was added portionwise to a solution of the starting compound (4.0 g) in anhydrous N,N-dimethylformamide (40 ml) at 0°C under a nitrogen atmosphere. The mixture was stirred at 0°C for 30 minutes. Then benzyl bromide (5.7 ml) was added dropwise at OC, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into ice-water, and the product was extracted with ethyl acetate. The organic layer was washed with a saturated sodium hydrogencarbonate solution, water and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated in vacuo . The residue (6.39 g), 1N sodium hydroxide solution (22.8 ml) and ethyl alcohol (50 ml) were combined.

The reaction mixture was stirred at room temperature for 3 hours, and concentrated in vacuo. Water was added to the residue, and the aqueous solution was washed with diethyl ether. The aqueous layer was acidified to pH3.5 with 1N hydrochloric acid, and extracted with ethyl acetate. The combined extracts were dried over anhydrous magnesium sulfate and concentrated in vactio to give the object compound (3.6 g) as a colorless oil.

MASS (m/z) : 264(M-H)+ H-NMR (CDCl3)6 : 1.47(9H,s),3.81(lH,s),3.96(1H,s), 4.52(2H,d,J=10.OHz),7.19-7.41(5H,m) Preparation 328 The object compound was obtained according to a similar manner to that of Preparation 5. pale yellow oil MASS (m/z) : 309 (M+H)+ 1H-NMR (CDCl3) # : 1.46(9H,s), 3.17(3H,s), 3.59(3H x 2/5,s), 3.63(3H x 3/5,s), 3.94(2H x 2/5,s), 4.10(2H x 3/5,s), 4.53(2H x 3/5,s), 4.58(2H x 2/5,s), 7.19-7.39(5H,m) Preparation 329 The object compound was obtained according to a similar manner to that of Preparation 278. colorless oil MASS (m/z) : 248 (M-H)+ 'H-NMR (CDCl3)6 : 1.45(9H x 1/2,s), 1.49(9H x 1/2,s), 3.79(1H,s), 3.93(1H,s), 4.50(1H,s), 4.55(1H,s), 7.15-7.40(5H,m), 9.41(1H x 1/2,s), 9.50(1H x 1/2,s) Preparation 330 The object compound was obtained according to a similar manner to that of Preparation 6. brown oil MASS (m/z) : 288 (M+H)+ 1H-NRM (DMSO-d6) # : 1.35(9H,s) 4.22-4.47(4H,m), 6.83(1H,s) 7.03(1H,s), 7.17-7.38(5H,s) Preparation 331 The object compound was obtained according to a similar manner to that of Preparation 7.

MASS (m/z) : 302 (M+H)+ 1H-NMR (CDCl3) # : 1.48(9H,s), 3.59(3H,s), 4.38(1H,d,J=12.5Hz), 4.42(1H,d,J=12.5Hz), 4.56(2H,s), 6.79(1H,s), 6.94(1H,s), 7.15-7.37(5H,m) Preparation 332 The object compound was obtained according to a similar manner to that of Preparation 297. off-white solid mp : 230-233°C MASS (m/z) : 202 (M+H) + H-NMR (DMSO-d6)6 : 3.94(3H,s), 4.33(2H,s), 4.55(2H,s), 7.38-7.49(4H,m), 7.57-7.65(2H,m), 7.70-7.75(2H,m) Preparation 333 To a precooled solution of the starting compound (400 mg) in N,N-dimethylformamide (4 ml) was added 85% potassium hydroxide powder (91.9 mg). After the mixture was stirred for 1 hour on an ice bath, benzyl bromide (0.174 ml) was added dropwise to the reaction mixture.

The reaction mixture was stirred for 7 hours at room temperature, then poured into water, and extracted with chloroform. The organic layer was washed with water (twice) and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated in vacuo.

The residue was purified by flash column chromatography over silica gel with a chloroform-methanol (60:1) as eluent to give the object compound (556.6mg) as a yellow oil.

MASS (m/z) : 378 (M+H)+ 1H-NMR (CDCl3) # : 1.38(9H,s), 4.38(2H,s), 4.57(2H,s), 5.22(2H,s), 6.83(1H,s), 6.98-7.06(3H,m), 7.21-7.40(8H,m) Preparation 334 The object compound was obtained according to a similar manner to that of Preparation 297. yellow oil MASS (m/z) : 278 (M+H)+ H-NMR (CDCl3)# : 3.78(2H,s), 3.80(2H,s), 5.18(2H,s), 6.85(1H,s), 6.98(1H,s), 7.01-7.07(2H,m), 7.20-7.38(9H,m) Preparation 335 The object compound was obtained according to a similar manner to that of Preparation 91. dark brown oil MASS (m/z) : 352 (M+H)+ H-NMR (CDC13)d : 1.37(9H,s), 3.02(1H,dd,J=13.5 and 6.0Hz), 3.15(3H,s), 3.23(1H,dd,J=13.5 and 6.0Hz), 3.71(3H,s), 3.93(1H,d,J=17.5Hz), 4.28(1H,d,J=17.5Hz), 5.11(1H,m), 5.46(1H,m), 7.12(1H,m), 7.18(1H,d,J=7.5Hz), 7.59(1H,m), 8.54(1H,d,J=4.0Hz) Preparation 336 The object compound was obtained according to a similar manner to that of Example 73. brown amorphous solid MASS (m/z) : 338 (M+H)+ H-NMR (CDCl3)6 : 1.19(9H,s), 2.80(1H,dd,J=13.5 and 10.5Hz), 3.08(3H,s), 3.35(1H,dd,J=13.5 and 10.5Hz), 4.01(1H,d,J=17.5Hz), 5.06(1H,m), 5.13(1H,d,J=17.5Hz), 5.67(1H,d,J=9.OHz), 7.21-7.38(2H,m), 7.75(1H,m), 8.66(1H,d,J=5.5Hz) Preparation 337 The starting compound (1.3 g), N-(4-nitrophenylmethylene)benzene- sulfonamide (1.68 g) and toluene (6 ml) were mixed, and then N,N- dicyclohexylcarbodiimide (954 mg) in toluene (4 ml) was added to the mixture. The reaction mixture was stirred at 60°C for 15 hours under a nitrogen atmosphere. The suspension was filtered and the solvent was evaporated in vacuo. The residue was taken up in chloroform, washed with a saturated sodium hydrogencarbonate solution (twice) and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated in vacuo. The residue was purified by flash column chromatography over silica gel with a chloroform- methanol gradient (30:1 and 20:1) as eluent to give the object compound (919.6 mg) as a brown amorphous solid.

MASS (m/z) : 424 (M+H)+ H-NMR (CDCl)6 : 1.37(9H,s), 3.41-3.52(2H,m), 4.06(3H,s), 4.93(1H,m), 7.09-8.33(5H,m), 7.53(2H,d,J=7.5Hz), 7.93(2H,d,J=7.5Hz), 8.52(1H,m) Preparation 338 The object compound was obtained according to a similar manner to that of Preparation 3. brown amorphous solid MASS (m/z) : 324 (M+H)+ 'H-NMR (CDCl3)6 : 3.12(1H,m), 3.42(1H,m), 3.63(3H,s), 5.12(1H,m), 7.11-8.23(8H,m), 8.46-8.59(1H,m) Preparation 339 The object compound was obtained according to a similar manner to that of Preparation 247. colorless solid mp : 160.5-161°C MASS (m/z) : 137 (M+H)+ H-NMR (CDCl3)6 : 2.28(3H,s), 7.57(2H,d,J=5.5Hz), 8.65(2H,d,J=5.5Hz), 9.85(1H,s) Preparation 340 The object compound was obtained according to a similar manner to that of Preparation 248. off-white solid mp : 74-76°C MASS (m/z) : 291 (M+H)+ H-NMR (CDCl3) # : 2.34(3H,s), 2.46(3H,s), 7.37(2H,d,J=8.5Hz), 7.46(2H,d,J=6.0Hz), 7.93(2H,d,J=8.5Hz), 8.64(2H,d,J=6.0Hz) Preparation 341 The object compound was obtained according to a similar manner to that of Preparation 249. pale brown solid mp : 192-194°C 1H-NMR (DMSO-d6) # : 4.64(2H,q,J=5.5Hz), 7.96(2H,d,J=7.0Hz), 8.50(2H,m), 8.91(2H,d,J=7.0Hz) Preparation 342 The object compound was obtained according to a similar manner to that of Preparation 91. brown oil MASS (m/z) : 385 (M-H)+ H-NMR (CDCl3)6 : 1.43(9H,s), 3.36(2H,d,J=5.5Hz), 4.70(2H,d,J=5.5Hz), 4.73(1H,m), 6.40(1H,m), 7.19-7.29(1H,m), 7.56(1H,d,J=7.OHz), 7.68(1H,t,J=7.0Hz), 7.71(2H,d,J=5.5Hz), 8.55(1H,t,J=7.0Hz), 8.61(1H,d,J=7.0Hz), 8.81(2H,d,J=5.5Hz) Preparation 343 The object compound was obtained according to a similar manner to that of Preparation 2. brown oil MASS (m/z) : 380 (M+H)+ H-NMR (CDCl3)6 : 1.37(9H,s), 3.45(1H,dd,J=13.5 and 7.5Hz), 3.55(1H,dd,J=13.5 and 7.5Hz), 3.59(3H,s), 5.49(1H,m), 5.69(1H,m), 7.09-7.17(2H,m), 7.17(1H,s), 7.22(2H,d,J=5.5Hz), 7.56(1H,t,J=7.5Hz), 8.51(1H,m), 8.63(2H,d,J=5.5Hz) Preparation 344 The object compound was obtained according to a similar manner to that of Preparation 3. brown oil MASS (m/z) : 280 (M+H)+ H-NMR (CDCl3)6 : 3.43(2H,t,J=7.0Hz), 3.66(3H,s), 4.72(1H,t,J=7.0Hz), 7.12-7.19(2H,m), 7.19(1H,s), 7.25(2H,d,J=5.5Hz), 7.61(1H,t,J=7.0Hz), 8.58(1H,d,J=7.0Hz), 8.63(2H,d,J=5.5Hz) Preparation 345 The starting compound (230 mg) was dissolved in absolute ethanol (11.5 ml) under an atmosphere of nitrogen. Sodium ethoxide (1M solution) in ethanol (1.17 ml) was added to the solution at room temperature. To the mixture was added a solution of ethyl 4-(dimethylamino)-2-oxo-3-butenoate (240.4 mg) in absolute ethanol (1.5 ml). The reaction mixture was then stirred at 50°C for 2 hours.

The reaction mixture was refluxed for 30 minutes. After cooling the solution, sodium chloride was filtered off. The filtrate was concentrated in vacuo, and the residue was purified by flash column chromatography over silica gel with a chloroform-methanol (40:1) as eluent to give the object compound (170.7 mg) as a dark blue solid. mp : 95-98°C MASS (m/z) : 269 (M+H)+ 1H-NMR (CDCl3) # : 1.51(3H,t,J=7.0Hz), 4.53(2H,q,J=7.0Hz), 7.30(1H,t,J=7.5Hz), 7.41(1H,t,J=7.5Hz), 7.67(1H,d,J=7.5Hz), 7.71(1H,d,J=7.5Hz), 7.85(1H,s), 7.88(1H,d,J=5.5Hz), 9.06(1H,d,J=5.5Hz) Preparation 346 The object compound was obtained according to a similar manner to that of Preparation 51. off-white solid mp : 211-218°C MASS (m/z) : 239 (M-H)+ 'H-NMR (DMSO-d6)6 : 7.36(1H,t,J=7.5Hz), 7.48(1H,t,J=7.5Hz), 7.78(1H,d,J=7.5Hz), 7.81(1H,d,J=7.5Hz), 7.87(1H,s), 7.90(1H,d,J=5.5Hz), 9.13(1H,d,J=5.5Hz) Preparation 347 The object compound was obtained according to a similar manner to that of Preparation 5. pale yellow oil MASS (m/z) : 425 (M-H)+ 'H-NMR (CDCl3)d : 1.40(9H,s), 2.31(3H,s), 2.97-3.19(2H,m), 3.63-3.75(1H,m), 3.70(3H,s), 4.37(1H,m), 7.00-7.42(11H,m) Preparation 348 The object compound was obtained according to a similar manner to that of Example 73 except that a mixture of methanol and 1,4-dioxane was used instead of 1 , 4-dioxane. colorless solid mp : 74-78°C MASS (m/z) : 411 (M-H)+ 'H-NMR (DMSO-d6)6 : 1.30(9H,s), 2.67-3.03(5H,m), 4.13-4.35(1H,m), 5.35-5.37(1H,m), 7.06-7.49(10H,m) Preparation 349 The object compound was obtained according to a similar manner to that of Preparation 337. pale yellow oil MASS (m/z) : 454 (M+H)+ H-NMR (CDCl3) # : 1.43(9H,s), 2.74(3H,s), 3.20(1H,dd,J=13.5 and 6.0Hz), 3.40(1H,dd,J=13.5 and 6.0Hz), 5.13(1H,m), 5.77(1H,d,J=7.5Hz), 7.03-8.03(15H,m) Preparation 350 The object compound was obtained according to a similar manner to that of Preparation 3. off-white amorphous solid MASS (m/z) : 354 (M+H)+ H-NMR (CDCl3) # : 2.99(3H,s), 3.24(1H,dd,J=13.5 and 7.5Hz), 3.46(1H,dd,J=13.5 and 7.5Hz), 5.02(1H,m), 7.05-7.69(15H,m) Preparation 351 The object compound was obtained according to a similar manner to that of Preparation 91. amorphous solid MASS : 482 (M+1) H-NMR (CDCl3) 6 : 1.42(9H,s), 2.34(3H,s), 2.53(4H,t,J=4Hz), 3.19-3.30(1H,m), 3.30-3.42(1H,m), 3.39(4H,t,J=4Hz), 4.59(2H,d,J=2Hz), 4.62-4.73(1H,m), 6.39(1H,br s), 6.84(2H,d,J=8Hz), 7.11(1H,t,J=4Hz), 7.19(1H,d,J=7Hz), 7.59(1H,d,J=8Hz), 7.81(3H,d,J=8Hz), 8.52(1H,d,J=2Hz) Preparation 352 The object compound was obtained according to a similar manner to that of Preparation 2. oil MASS : 477 (M+1) 1H-NMR (CDCl3) # : 1.38(9H,s), 2.38(3H,s), 2.50-2.61(4H,m), 3.27(3H,t,J=4Hz), 3.32-3.48(2H,m), 3.39(3H,s), 5.32-5.41(1H,m), 5.42-5.50(1H,m), 6.39(1H,br s), 6.88(1H,d,J=8Hz), 6.91(lH,s), 6.93(1H,d,J=8Hz), 7.08-7.20(3H,m), 7.50-7.62(1H,m), 7.83(1H,d,J=8Hz), 8.52(1H,t,J=4Hz) Preparation 353 The object compound was obtained according to a similar manner to that of Preparation 3. oil MASS : 377 (M+1) 1H-NMR (CDCl3) 6 : 2.38(3H,s), 2.59-2.68(4H,m), 3.20-3.30(4H,m), 3.31-3.52(2H,m), 3.48(3H,s), 4.60(1H,dd,J=12Hz and 7Hz), 6.88(1H,t,J=8Hz), 6.97(2H,d,J=8Hz), 6.98(1H,s), 7.10-7.20(1H,m), 7.21(2H,d,J=8Hz), 7.59(1H,t,J=8Hz), 8.59(1H,d,J=4Hz) Preparation 354 The object compound was obtained according to a similar manner to that of Preparation 297. mp : 253-256°C 1H-NMR (DMSO-d6) # : 3.80-4.03(2H,m), 3.88(3H,s), 5.54(1H,t,J=6Hz), 7.65(1H,t,J=5Hz), 7.69-7.85(4H,m), 7.98-8.08(3H,m), 8.16(1H,t,J=8Hz), 8.40(1H,s), 8.69(1H,d,J=5Hz) Preparation 355 The object compound was obtained according to a similar manner to that of Preparation 5. mp : 182-185°C MASS : 536 (M+1) 1H-NMR (DMSO-d6) 6 : 1.40(9H,s), 2.51-2.68(1H,m), 2.70-2.81(lH,m), 4.41-4.52(1H,m), 4.54-4.77(2H,m), 5.97(2H,s), 6.81(lH,d,J=8Hz), 6.92(1H,dd,J=8Hz and 2Hz), 7.11(1H,d,J=8Hz), 7.17(1H,s), 7.30(1H,s), 7.84(2H,d,J=8Hz), 7.90(1H,s), 8.11(2H,d,J=8Hz), 8.12(1H,s), 8.48(1H,s), 9.82(1H,s) Preparation 356 The object compound was obtained according to a similar manner to that of Preparation 2. oil MASS : 529 (M-1) 1H-NMR (DMSO-d6) 6 : 1.40(9H,s), 2.70-2.83(1H,m), 3.12-3.25(1H,m), 3.61(3H,s), 5.19(1H,q,J=8Hz), 5.92(2H,s), 6.81(1H,d,J=8Hz), 6.92(1H,d,J=8Hz), 7.00(1H,s), 7.11(1H,s), 7.29(1H,s), 7.48(1H,d,J=8Hz), 7.59(2H,d,J=8Hz), 7.73(2H,d,J=8Hz), 7.80(1H,s), 8.31(1H,s), 9.93(1H,s) Preparation 357 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS : 431 (M+1) 1H-NMR (CDCl3) 6 : 2.91-3.10(2H,m), 3.67(3H,s), 4.51(lH,t,J=8Hz), 5.90(2H,s), 6.70(1H,d,J=8Hz), 6.83(1H,d,J=8Hz), 7.06(1H,s), 7.26(1H,s), 7.20-7.29(2H,m), 7.40-7.58(4H,m), 7.90(1H,s), 9.72(1H,s) Preparation 358 The object compound was obtained according to a similar manner to that of Preparation 91. mp : 129-132°C MASS : 460 (M+1) 1H-NMR (DMSO-d6) # : 1.29(9H,s), 2.90-3.11(1H,m), 3.17-3.23(1H,m), 4.47-4.55(1H,m), 4.56-4.78(2H,m), 7.09(1H,d,J=8Hz), 7.20(1H,t,J=8Hz), 7.30(1H,d,J=8Hz), 7.40-7.58(3H,m), 7.70(1H,t,J=8Hz), 7.78(2H,d,J=8Hz), 7.85(2H,d,J=8Hz), 8.09(2H,d,J=8Hz), 8.21(1H,t,J=6Hz), 8.50(1H,d,J=4Hz) Preparation 359 The object compound was obtained according to a similar manner to that of Preparation 2. solid MASS : 455 (M+1) H-NMR (DMSO-d6) 6 : 1.30(9H,s), 3.20-3.30(1H,m), 3.33-3.47(1H,m), 3.59(3H,s), 5.30(1H,q,J=8Hz), 7.00(1H,s), 7.15-7.30(3H,m), 7.33-7.58(4H,m), 7.61-7.80(4H,m), 7.82(1H,d,J=8Hz), 8.09(1H,d,J=8Hz), 8.50(1H,d,J=4Hz) Preparation 360 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS : 355 (M+1) H-NMR (DMSO-d6) 6 : 3.10-3.20(1H,m), 3.28-3.38(1H,m), 3.60(3H,s), 4.48(1H,t,J=8Hz), 6.99(1H,s), 7.18-7.30(2H,m), 7.36-7.59(4H,m), 7.60-7.80(6H,m), 8.51(1H,d,J=2Hz) Preparation 361 The object compound was obtained according to a similar manner to that of Preparation 5. mp : 180-185°C MASS : 522 (M+1) H-NMR (DMSO-d6) d : 1.40(9H,s), 2.52-2.68(1H,m), 2.70-2.81(1H,m), 3.70(3H,s), 4.49(1H,q,J=8Hz), 4.55-4.78(2H,m), 6.86(2H,d,J=8Hz), 7.11(1H,d,J=8Hz), 7.18(1H,s), 7.50(2H,d,J=8Hz), 7.87(2H,d,J=8Hz), 7.91(1H,s), 8.11(2H,d,J=8Hz), 8.11(1H,s), 8.45(1H,s), 9.75(1H,s) Preparation 362 The object compound was obtained according to a similar manner to that of Preparation 2. mp : 187-193°C MASS : 517 (M+1) H-NMR (DMSO-d6) d : 1.41(9H,s), 2.70-2.81(1H,m), 3.15-3.28(1H,m), 3.61(3H,s), 3.69(3H,s), 5.30(1H,q,J=8Hz), 6.83(2H,d,J=8Hz), 7.00(1H,s), 7.11(lH,s), 7.48(1H,s), 7.50(2H,d,J=8Hz), 7.58(2H,d,J=8Hz), 7.73(2H,d,J=8Hz), 7.81(lH,s), 8.31(lH,s), 9.90(1H,s) Preparation 363 The object compound was obtained according to a similar manner to that of Preparation 8. solid MASS : 415 (M-1) H-NMR (DMSO-d6) 6 : 2.73-2.85(1H,m), 2.90-3.00(1H,m), 3.71(3H,s), 3.72(3H,s), 4.41(1H,t,J=8Hz), 6.87(2H,d,J=8Hz), 6.99(1H,s), 7.11(1H,s), 7.50(2H,d,J=8Hz), 7.58(2H,d,J=8Hz), 7.76(2H,d,J=8Hz), 7.81(1H,s), 8.31(1H,s) Preparation 364 The object compound was obtained according to a similar manner to that of Preparation 2. oil MASS : 473 (M+1) H-NMR (CDCl3) 6 : 1.21(3H,d,J=8Hz), 1.28(3H,d,J=8Hz), 1.37(9H,s), 3.72(2H,q,J=8Hz), 4.70(1H,d,J=2Hz), 4.11(1H,q,J=8Hz), 5.78(1H,br s), 7.09(1H,s), 7.11-7.70(8H,m), 7.93(1H,d,J=8Hz), 8.09(1H,d,J=8Hz), 8.52(1H,dd,J=8Hz and 2Hz) Preparation 365 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS : 373 (M+1) 1H-NMR (CDCl3) # : 1.37(3H,d,J=8Hz), 1.43(3H,d,J=8Hz), 3.32-3.42(1H,m), 3,43-3,53(1H,m), 4.59-4.60(1H,m), 4.72-4.81(1H,m), 6.99(1H,s), 7.11-7.72(7H,m), 7.83(1H,s), 7.89(1H,s), 7.90(1H,s), 8.58(1H,d,J=2Hz) Preparation 366 The object compound was obtained according to a similar manner to that of Preparation 2. oil MASS : 487 (M+1) 1H-NMR (CDCl3) 6 : 0.79(3H,t,J=7Hz), 1.08-1.20(2H,m), 1.30-1.40(2H,m), 1.40(9H,s), 3.40-3.60(2H,m), 3.80-4.01(2H,m), 5.35-5.50(1H,m), 5.41(lH,br s), 7.00(1H,s), 7.11(1H,d,J=7Hz), 7.13(1H,d,J=7Hz), 7.23(1H,s), 7.32(1H,s), 7.41(2H,d,J=8Hz), 7.48(2H,d,J=8Hz), 7.59(1H,t,J=8Hz), 7.90(1H,s), 8.53(1H,d,J=4Hz) Preparation 367 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS : 387 (M+1) 1H-NMR (CDCl3) 6 : 0.79(3H,t,J=8Hz), 1.09-1.21(2H,m), 1.31-1.55(2H,m), 3.28-3.40(1H,m), 3.41-3.51(1H,m), 3.80-4.01(2H,m), 4.58(1H,t,J=8Hz), 7.03(1H,s), 7.12(2H,d,J=8Hz), 7.22(2H,d,J=8Hz), 7.31(1H,s), 7.38-7.50(3H,m), 7.59(1H,t,J=8Hz), 7.90(1H,s), 8.59(1H,d,J=4Hz) Preparation 368 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid MASS : 501 (M+1) 1H-NMR (CDCl3) 6 : 0.79(3H,t,J=8Hz), 1.00-1.20(4H,m), 1.37(9H,s), 1.43-1.52(2H,m), 3.39-3.58(2H,m), 3.80-4.00(2H,m), 5.30-5.50(2H,m), 7.00(1H,s), 7.11(2H,d,J=8Hz), 7.22(1H,s), 7.31(1H,s), 7.38-7.50(4H,m), 7.50-7.60(1H,m), 7.91(lH,s), 8.52(1H,d,J=2Hz) Preparation 369 The object compound was obtained according to a similar manner to that of Preparation 8. oil MASS : 401 (M+1) 'H-NMR (CDCl3) 6 : 0.77(3H,t,J=8Hz), 1.01-1.20(4H,m), 1.38-1.57(2H,m), 3.33-3.53(2H,m), 3.80-4.09(2H,m), 4.62(1H,t,J=8Hz), 7.02(1H,s), 7.10-7.20(2H,m), 7.22(1H,s), 7.31(1H,s), 7.41(2H,d,J=6Hz), 7.49(2H,d,J=8Hz), 7.60(1H,t,J=8Hz), 7.91(1H,s), 8.59(1H,d,J=8Hz) Preparation 370 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS : 471 (M+1) H-NMR (CDCl3) 8 : 1.41(9H,s), 1.43-1.52(4H,m), 3.22-3.30(1H,m), 3.40-3.49(1H,m), 3.43-3.49(1H,m), 5.55(1H,d,J=8Hz), 5.72(1H,d,J=8Hz), 7.00(1H,s), 7.07-7.70(8H,m), 7.98(1H,s), 8.09(1H,d,J=8Hz), 8.59(1H,s) Preparation 371 The object compound was obtained according to a similar manner to that of Preparation 8.

MASS : 371 (M+1) H-NMR (CDCl3) 6 : O.90-1.10(4H,m), 3.30-3.45(2H,m), 3.60(1H,q,J=8Hz), 4.91(1H,t,J=8Hz), 7.03(1H,s), 7.09-7.60(9H,m), 7.90(1H,s), 8.60(1H,d,J=2Hz) Preparation 372 To a solution of methyl indole-6-carboxylate (300 mg) in methanol (20 ml) was added 1N aqueous sodium hydroxide solution (6 ml) at 0°C.

The solution was stirred at room temperature for 2 hours. After evaporation of solvent, the residue was dissolved in water and acidified with 1N hydrochloric acid. The precipitate was dried to give indole-6-carboxylic acid as colorless crystals (204 mg). mp : 250-255°C MASS : 162 (M+i) H-NMR (DMSO-d6) 6 : 6.50-6.53(1H,m), 7.55-7.59(1H,m), 7.60(2H,s), 8.08(1H,s) Preparation 373 The object compound was obtained according to a similar manner to that of Preparation 2.

MASS : 485 (M+1) tH-NMR (CDCl3) 6 : 1.40(9H,s), 1.65-1.89(2H,m), 2.10-2.30(2H,m), 2.30-2.50(2H,m), 3.22-3.32(1H,m), 3.40-3.43(1H,m), 4.48-4.62(1H,m), 5.43-5.50(2H,m), 6.93(1H,s), 7.07-7.70(8H,m), 7.91(1H,s), 8.09(1H,d,J=8Hz), 8.59(1H,s) Preparation 374 The object compound was obtained according to a similar manner to that of Preparation 8.

MASS : 385 (M+1) 1H-NMR (CDCl3) 6 : 1.61-1.80(2H,m), 2.20-2.42(4H,m), 3.28-3.38(1H,m), 3.41-3.50(1H,m), 4.60-4.73(2H,m), 6.98(1H,s), 7.10-7.20(2H,m), 7.22(1H,s), 7.31(1H,s), 7.39(2H,d,J=8Hz), 7.41(2H,d,J=8Hz), 7.60(1H,t,J=8Hz), 7.90(1H,s), 8.60(1H,d,J=2Hz) Preparation 375 The object compound was obtained according to a similar manner to that of Preparation 91. amorphous solid ESI-MS : 450 (M+1) 1H-NMR (CDCl3) 6 : 1.45(9H,s), 3.21-3.44(2H,m), 4.61-4.79(3H,m), 6.42(1H,d,J=8Hz), 7.11-7.30(3H,m), 7.34(1H,s), 7.51(2H,d,J=8Hz), 7.55-7.68(1H,m), 7.96(1H,s), 8.01(lH,s), 8.07(2H,d,J=8Hz), 8.55(1H,d,J=5Hz), Preparation 376 The object compound was obtained according to a similar manner to that of Preparation 2. oil ESI-MS : 445 (M+1) 'H-NMR (CDCl3) 6 : 1.37(9H,s), 3.40-3.52(2H,m), 3.51(3H,m), 5.35-5.55(3H,m), 7.05(1H,s), 7.08-7.18(2H,m), 7.22(1H,s), 7.31(1H,s), 7.33-7.63(5H,m), 7.89(1H,s), 8.53(1H,d,J=5Hz) Preparation 377 The object compound was obtained according to a similar manner to that of Preparation 4. oil ESI-MS : 345 (M+1) 1H-NMR (CDCl3) 6 : 1.75-2.10(2H,br s), 3.28-3.51(2H,m), 3.58(3H,s), 4.64(1H,t,J=6Hz), 7.08(1H,s), 7.10-7.21(2H,m), 7.23(1H,s), 7.31(lH,s), 7.38-7.51(4H,m), 7.54-7.65(1H,m), 7.89(1H,s), 8.58(1H,d,J=5Hz) Preparation 378 The object compound was obtained according to a similar manner to that of Preparation 5. amorphous solid ESI-MS : 450 (M+i) 1H-NMR (CDCl3) # : 1.42(9H,s), 3.00-3.37(2H,m), 4.58(1H,br s), 4.65-4.85(2H,m), 5.08(1H,d,J=6Hz), 7.07(1H,br s), 7.18(2H,d,J=8Hz), 7.38(1H,s), 7.55(2H,d,J=8Hz), 7.98(1H,s), 8.10(2H,d,J=8Hz), 8.55(2H,d,J=8Hz) Preparation 379 The object compound was obtained according to a similar manner to that of Preparation 2. oil ESI-MS : 445 (M+i) 1H-NMR (CDCl3) 6 : 1.41(9H,s), 3.29(3H,s), 3.38(2H,d,J=8Hz), 5.15(1H,q,J=8Hz), 5.62(1H,d,J=8Hz), 7.10(2H,d,J=8Hz), 7.12(1H,s), 7.25(1H,s), 7.32(1H,s), 7.39(2H,d,J=8Hz), 7.48(2H,d,J=8Hz), 7.91(1H,s), 8.50(2H,d,J=8Hz) Preparation 380 The object compound was obtained according to a similar manner to that of Preparation 4. oil ESI-MS : 345 (M+i) H-NMR (CDCl3) 6 : 3.15-3.40(5H,m), 4.28(1H,t,J=6Hz), 7.05-7.13(3H,m), 7.25(1H,s), 7.32(1H,s), 7.38-7.52(4H,m), 7.90(1H,s), 8.51(2H,d,J=4Hz) Preparation 381 The object compound was obtained according to a similar manner to that of Preparation 5. amorphous solid ESI-MS : 479 (M+1) H-NMR (CDCl3) 6 : 1.48(9H,s), 3.65(2H,dd,J=6Hz and 10Hz), 4.59(2H,d,J=6Hz), 4.79(2H,d,J=6Hz), 5.45(1H,br s), 7.18-7.40(6H,m), 7.48(iH,br s), 7.55(2H,d,J=8Hz), 8.00(1H,s), 8.12(2H,d,J=8Hz) Preparation 382 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid ESI-MS : 474 (M+1) H-NMR (CDCl3) 6 : 1.45(9H,s), 3.64(3H,s), 3.35-4.03(2H,m), 4.54(2H,s), 5.22(1H,br s), 7.12(1H,s), 7.20-7.38(8H,m), 7.48(2H,d,J=4Hz), 7.91(1H,s) Preparation 383 The object compound was obtained according to a similar manner to that of Preparation 4. amorphous solid ESI-MS : 382 (M+1) 1H-NMR (CDCl3) 6 : 3.66(3H,s), 3.88(2H,d,J=6Hz), 4.60(2H,s), 7.08(1H,s), 7.18-7.40(8H,m), 7.46(2H,s), 7.90(1H,s) Preparation 384 The object compound was obtained according to a similar manner to that of Preparation 5. amorphous solid ESI-MS : 433 (M+1) H-NMR (CDC13) 6 : 1.48(9H,s), 1.90-2.24(2H,m), 2.14(3H,s), 2.63(2H,t,J=6Hz), 4.42(1H,br s), 4.80(2H,t,J=4Hz), 5.28(1H,br s), 7.20(1H,s), 7.38(1H,s), 7.55(2H,d,J=8Hz), 7.99(1H,s), 8.12(2H,d,J=8Hz) Preparation 385 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid ESI-MS : 429 (M+1) H-NMR (CDCl3) 6 : 1.47(9H,s), 2.02-2.40(2H,m), 2.13(3H,s), 2.55-2.80(2H,m), 3.69(3H,s), 4.23(1H,t,J=6Hz), 7.07(1H,s), 7.25(1H,s), 7.34(1H,s), 7.49(4H,s), 7.91(1H,s) Preparation 386 The object compound was obtained according to a similar manner to that of Preparation 4.

ESI-MS : 328 (M+1) Preparation 387 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid ESI-MS : 474 (M+1) H-NMR (CDCl3) 6 : 0.75(3H,t,J=6Hz), 1.38(9H,s), 1.40-1.65(2H,m), 3.53-3.83(2H,m), 3.93-4.07(2H,m), 4.72(1H,d,J=6Hz), 5.60(1H,q,J=6Hz), 7.13(1H,s), 7.24(2H,d,J=8Hz), 7.46(2H,d,J=8Hz), 7.60(1H,t,J=8Hz), 7.80(2H,d,J=8Hz), 8.15(1H,s), 8.50-8.54(1H,m), 8.63(1H,s) Preparation 388 The object compound was obtained according to a similar manner to that of Preparation 4. amorphous solid ESI-MS : 374 (M+1) 1H-NMR (CDCl3) # : 0.75(3H,t,J=6Hz), 1,37-1.65(2H,m), 3.48(2H,d,J=6Hz), 3.80-4.10(2H,m), 4.71(1H,t,J=6Hz), 7.08(1H,s), 7.13-7.23(2H,m), 7.48(2H,d,J=8Hz), 7.62(1H,t,J=8Hz), 7.75(2H,d,J=8Hz), 8.14(1H,s), 8.04-8.60(1H,m), 8.61(1H,s) Preparation 389 The object compound was obtained according to a similar manner to that of Preparation 91. amorphous solid ESI-MS : 450 (M+1) tH-NMR (CDCl3) 6 : 1.45(9H,s), 3.21-3.44(2H,m), 4.61-4.79(3H,m), 6.42(1H,d,J=8Hz), 7.11-7.30(3H,m), 7.34(1H,s), 7.51(2H,d,J=8Hz), 7.55-7.68(1H,m), 7.96(1H,s), 8.01(1H,s), 8.07(2H,d,J=8Hz), 8.55(1H,d,J=5Hz) Preparation 390 The object compound was obtained according to a similar manner to that of Preparation 2. amorphous solid ESI-MS : 473 (M+1) 'H-NMR (CDCl3) d : 0.70(3H,t,J=6Hz), 1.36(9H,s), 1.35-1.55(2H,m), 3.37-3.55(2H,m), 3.77-4.00(2H,m), 5.44(1H,s), 7.02(1H,s), 7.07-7.20(2H,m), 7.25(1H,s), 7.34(1H,s), 7.38-7.50(4H,m), 7.58(1H,t,J=8Hz), 7.91(1H,s), 8.55(1H,d,J=4Hz) Preparation 391 The object compound was obtained according to a similar manner to that of Preparation 297.

ESI-MS : 373 (M+1) H-NMR (DMSO-d6) 6 : 0.65(3H,t,J=6Hz), 1.30-1.53(2H,m), 3.70-3.98(2H,m), 4.08-4.35(2H,m), 5.48(1H,t,J=6Hz), 7.55-7.63(2H,m), 7.69(1H,d,J=8Hz), 7.75(2H,d,J=8Hz), 7.99(1H,s), 8.01(2H,d,J=8Hz), 8.12(1H,t,J=8Hz), 8.40(1H,s), 8.63(1H,d,J=4Hz), 9.97(1H,s) Example 1 To an ice-cooled solution of the starting compound (100 mg), indole-2-carboxylic acid (50 mg) and 1-hydroxybenzotriazole (41.9 mg) in dichloromethane (10 ml) was added 1- (3-dimethylaminopropyl) -3- ethylcarbodiimide hydrochloride (71.4 mg). The mixture was stirred at room temperature for 12 hours. A saturated aqueous sodium hydrogencarbonate solution was added to the mixture, and then the mixture was extracted three times with chloroform. The organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated. The residue was purified by column chromatography (silica gel, chloroform/methanol=70/1) to give the object compound as white powder (50 mg).

MASS(m/z) : 466 (M+1) H-NMR (CDCl3) 6 : 1.43(3H,t,J=7Hz), 3.48(3H,s), 3.60(2H,m), 4.03(2H,q,J=7Hz), 5.97(1H,m), 6.91(2H,d,J=8Hz), 6.94(1H,s), 6.99(1H,s), 7.10-7.12(3H,m), 7.17(2H,d,J=8Hz), 7.37(1H,d,J=8Hz), 7.50(1H,t,J=8Hz), 7.63(1H,d,J=8Hz), 9.41(1H,s) Example 2 The object compound was obtained according to a similar manner to that of Example 1.

MASS(m/z) : 490 (M+1) H-NMR (CDC13) 6 : 3.59(3H,s), 3.63(2H,m), 6.02(1H,m), 7.00(1H,s), 7.08(1H,s), 7.11-7.16(3H,m), 7.38-7.43(3H,m), 7.52(1H,t,J=8Hz), 7.64-7.68(3H,m), 7.86(1H,m), 8.54(1H,d,J=5Hz), 9.48(1H,m) Example 3 The object compound was obtained according to a similar manner to that of Example 1.

MASS(m/z) : 466 (M+1) H-NMR (CDCl3) 6 : 1.43(3H,t,J=7Hz), 3.19(3H,s), 3.43(2H,m), 4.04(2H,q,J=7Hz), 5.64(1H,m), 6.91(2H,d,J=8Hz), 7.01(2H,s), 7.05(2H,d,J=6Hz), 7.12-7.16(3H,m), 7.31(1H,d,J=8Hz), 7.41(1H,d,J=8Hz), 7.64(1H,d,J=8Hz), 8.45(2H,d,J=6Hz) Example 4 The object compound was obtained according to a similar manner to that of Example 1.

MASS(m/z) : 453 (M+1) H-NMR (CDCl3) 6 : 3.84(3H,s), 6.65(1H,d,J=7Hz), 7.17(2H,m), 7.20(1H,s), 7.22(1H,m), 7.31(1H,d,J=8Hz), 7.40(1H,d,J=8Hz), 7.51(1H,d,J=8Hz), 7.53(2H,d,J=8Hz), 7.71(2H,m), 8.29(2H,d,J=8Hz), 8.41(1H,d,J=8Hz), 8.61(1H,d,J=5Hz), 9.26(1H,s) Example 5 The object compound was obtained according to a similar manner to that of Example 1.

MASS(m/z) : 543 (M+1) H-NMR (CDCl3) 6 : 1.50(9H,s), 3.55(2H,m), 3.60(3H,s), 5.93(1H,q,J=7Hz), 6.97(1H,t,J=8Hz), 7.10-7.17(3H,m), 7.40-7.67(6H,m), 8.27(2H,d,J=8Hz), 8.34(1H,d,J=8Hz), 8.54(1H,d,J=4Hz) Example 6 The object compound was obtained according to a similar manner to that of Example 1.

MASS(m/z) : 483 (M-1) 1H-NMR (CDCl3) 6 : 2.62(3H,s), 3.45(3H,s), 3.60(2H,m), 4.28(1H,m), 7.04-7.17(2H,m), 7.40-7.59(5H,m), 7.48(2H,d,J=8Hz), 7.72(1H,m), 8.17(1H,d,J=8Hz), 8.27(2H,d,J=8Hz), 8.45(1H,d,J=5Hz) Example 7 The object compound was obtained according to a similar manner to that of Example 1.

MASS(m/z) : 543 (M+1) H-NMR (CDCl3) 6 : 3.30(2H,m), 3.62(3H,s), 5.89(1H,q,J=7Hz), 6.77(1H,d,J=8Hz), 6.90(1H,d,J=8Hz), 7.07(1H,s), 7.11(2H,m), 7.29(1H,m), 7.42-7.52(10H,m), 8.24(2H,d,J=8Hz), 8.48(1H,d,J=4Hz), 9.47(1H,s) Example 8 The object compound was obtained according to a similar manner to that of Example 1.

MASS(m/z) : 467 (M+1) H-NMR (CDCl3) 6 : 3.60(2H,m), 3.63(3H,s), 6.01(1H,q,J=7Hz), 6.54(1H,s), 7.08-7.17(4H,m), 7.30(1H,m), 7.48(3H,m), 7.57(1H,t,J=8Hz), 7.73(1H,m), 7.79(1H,d,J=8Hz), 8.26(2H,d,J=8Hz), 8.54(1H,d,4Hz) Example 9 The object compound was obtained according to a similar manner to that of Example 1. amorphous solid MASS : 519 (M+1) 1H-NMR (CDCl3) 6 : 3.09(3H,s), 3.30-3.50(2H,m), 3.72(3H,s), 5.61(1H,q,J=8Hz), 6.71(2H,d,J=8Hz), 6.98(2H,d,J=8Hz), 6.99-7.13(4H,m), 7.17-7.30(2H,m), 7.38(1H,d,J=8Hz), 7.41(1H,d,J=8Hz), 7.59(1H,d,J=8Hz), 8.49(1H,d,J=8Hz) Example 10 The object compound was obtained according to a similar manner to that of Example 1. mp : 193-195°C MASS : 446 (M+1) 'H-NMR (DMS0-d6) d : 3.37-3.48(2H,m), 3.60(3H,s), 5.55(1H,q,J=8Hz), 7.00(1H,t,J=8Hz), 7.10-7.30(6H,m), 7.31-7.40(3H,m), 7.60(1H,d,J=8Hz), 7.65(2H,d,J=8Hz), 7.90(2H,d,J=8Hz), 9.03(1H,d,J=8Hz) Example 11 The object compound was obtained according to a similar manner to that of Example 1. amorphous solid MASS : 519 (M+1) 'H-NMR (CDCl3) 6 : 3.13(3H,s), 3.33-3.52(2H,m), 3.71(3H,s), 5.70(1H,q,J=8Hz), 5.72(2H,d,J=8Hz), 7.00(2H,d,J=8Hz), 7.09(1H,t,J=8Hz), 7.14(1H,s), 7.19-7.29(2H,m), 7.30-7.41 (3H,m), 7.58-7.70(3H,m), 8.61(1H,d,J=8Hz) Example 12 The object compound was obtained according to a similar manner to that of Example 1. amorphous solid MASS : 476 (M+1) tH-NMR (CDCl3) 6 : 3.11(3H,s), 3.27-3.50(2H,m), 3.73(3H,s), 5.61(1H,q,J=8Hz), 6.71(2H,d,J=8Hz), 6.97(2H,d,J=8Hz), 7.07(1H,s), 7.10(1H,d,J=8Hz), 7.18-7.28(2H,m), 7.29-7.40(3H,m), 7.59(1H,d,J=8Hz), 7.67(2H,d,J=8Hz), 8.30(1H,d,J=8Hz) Example 13 The object compound was obtained according to a similar manner to that of Example 1. amorphous solid MASS : 549 (M+1) 'H-NMR (CDCl3) 6 : 2.89(3H,s), 3.31-3.59(2H,m), 5.53-5.67(1H,m), 6.88(2H,d,J=8Hz), 7.00(1H,s), 7.07(1H,t,J=8Hz), 7.10-7.30(2H,m), 7.20(1H,s), 7.30-7.50(6H,m), 7.59-7.80(5H,m) Example 14 The object compound was obtained according to a similar manner to that of Example 1. mp : 143-147°C MASS : 466 (M+1) 'H-NMR (CDCl3) 6 : 1.43(3H,t,J=8Hz), 3.20(3H,s), 3.32-3.52(2H,m), 4.07(2H,q,J=8Hz), 5.61(1H,q,J=8Hz), 5.91(2H,d,J=8Hz), 7.00(2H,s), 7.10-7.20(3H,m), 7.30(1H,t,J=8Hz), 7.41 (2H,d,J=8Hz), 7.63(2H,t,J=8Hz), 8.39(1H,s), 8.48(1H,d,J=4Hz), 9.40(1H,s) Example 15 The object compound was obtained according to a similar manner to that of Example 1. mp : 130-135"C MASS : 467 (M+1) 'H-NMR (CDCl3) 6 : 3.29(3H,s), 3.48(2H,d,J=8Hz), 5.70(1H,q,J=8Hz), 7.00(1H,s), 7.08(2H,d,J=6Hz), 7.15(1H,t,J=8Hz), 7.24(1H,s), 7.30(1H,t,J=8Hz), 7.39-7.49(1H,m), 7.45(2H,d,J=8Hz) Example 16 The object compound was obtained according to a similar manner to that of Example 1. mp : 191-192°C MASS : 543 (M+1) 'H-NMR (CDCl3) 6 : 3.06(3H,s), 3.13-3.23(1H,m), 3.37-3.48(1H,m), 3.78(3H,s), 4.01(3H,s), 5.43-5.52(1H,m), 6.80(2H,d,J=8Hz), 6.98(1H,s), 7.00(2H,d,J=8Hz), 7.05-7.20(4H,m), 7.28-7.40(3H,m), 7.52(2H,d,J=8Hz), 7.63(1H,d,J=8Hz) Example 17 The object compound was obtained according to a similar manner to that of Example 1. amorphous solid MASS : 542 (M+1) 'H-NMR (CDC13) 6 : 3.11(3H,s), 3.29-3.40(1H,m), 3.41-3.50(1H,m), 3.69(3H,s), 5.50-5.61(1H,m), 6.79(2H,d,J=8Hz), 7.02(2H,d,J=8Hz), 7.08-7.20(3H,m), 7.52(2H,d,J=8Hz), 7.80-7.92(2H,m), 8.12-8.22(2H,m), 8.89(1H,d,J=8Hz), 9.62(1H,s) Example 18 The object compound was obtained according to a similar manner to that of Example 1. amorphous solid MASS : 541 (M+1) 'H-NMR (CDCl3) 6 : 3.17(3H,s), 3.30-3.51(2H,m), 3.71(3H,s), 5.49-5.62(1H,m), 6.73(2H,d,J=8Hz), 7.04(2H,d,J=8Hz), 7.09-7.20(3H,m), 7.50(2H,d,J=8Hz), 7.60(1H,t,J=8Hz), 7.78(1H,t,J=8Hz), 7.83(1H,d,J=8Hz), 8.18(1H,d,J=8Hz), 8.20-8.33(2H,m), 9.08(1H,d,J=8Hz) Example 19 The object compound was obtained according to a similar manner to that of Example 1. amorphous solid MASS : 479 (M+1) 'H-NMR (CDCl3) 6 : 3.11(3H,s), 3.21-3.40(2H,m), 3.72(3H,s), 5.52-5.63(1H,m), 6.13-6.21(1H,m), 6.72(2H,d,J=8Hz), 6.89(1H,s), 6.90(1H,s), 6.99(2H,d,J=8Hz), 7.03(1H,s), 7.08(2H,d,J=8Hz), 7.50(2H,d,J=8Hz), 8.11(1H,d,J=8Hz) Example 20 The object compound was obtained according to a similar manner to that of Example 1. mp : 249-251°C MASS : 530 (M+1) 'H-NMR (CDCl3) 6 : 3.21-3.40(2H,m), 3.49(3H,s), 3.70(3H,s), 5.48(1H,q,J=8Hz), 6.79(2H,d,J=8Hz), 7.08(1H,s), 7.13(2H,d,J=8Hz), 7.23-7.32(2H,m), 7.38(2H,d,J=8Hz), 7.59(1H,br s), 7.63(3H,d,J=8Hz), 9.04(1H,d,J=8Hz) Example 21 The object compound was obtained according to a similar manner to that of Example 1. mp : 125-128°C MASS : 546 (M+1) 'H-NMR (CDCl3) 6 : 3.01(3H,s), 3.17-3.29(1H,m), 3.40-3.50(1H,m), 3.78(3H,s), 5.41-5.53(1H,m), 6.89(2H,d,J=8Hz), 6.99(2H,d,J=8Hz), 7.03-7.17(3H,m), 7.34-7.48(2H,m), 7.49-7.60(3H,m), 7.79-7.90(3H,m) Example 22 The object compound was obtained according to a similar manner to that of Example 1. amorphous solid MASS : 547 (M+1) H-NMR (CDCl3) 6 : 3.09(3H,s), 3.27-3.39(1H,m), 3.40-3.50(1H,m), 3.72(3H,s), 5.40-5.51(lH,m), 6.78(2H,d,J=8Hz), 7.01(2H,d,J=8Hz), 7.08-7.17(3H,m), 7.42-7.60(4H,m), 7.93(1H,d,J=8Hz), 8.10(1H,d,J=8Hz), 8.40(1H,d,J=8Hz) Example 23 The object compound was obtained according to a similar manner to that of Example 1. amorphous solid MASS : 531 (M+1) 'H-NMR (CDCl3) 6 : 3.10(3H,s), 3.21-3.38(1H,m), 3.39-3.49(1H,m), 3.72(3H,s), 5.42-5.56(1H,m), 6.80(2H,d,J=8Hz), 7.02(2H,d,J=8Hz), 7.10(1H,s), 7.11(2H,d,J=8Hz), 7.39-7.51(2H,m), 7.52(2H,d,J=8Hz), 7.62(1H,d,J=8Hz), 7.80(1H,d,J=8Hz), 8.31(1H,d,J=8Hz) Example 24 The object compound was obtained according to a similar manner to that of Example 1. amorphous solid MASS : 531 (M+1) 'H-NMR (CDC13) 6 : 2.91-2.96(1x1/2H,m), 3.00(3x1/2H,s), 3.01-3.28(1H,m), 3.17(3x1/2H,s), 3.30-3.40(1/1/2H,m), 3.43-3.60(1H,m), 3.73(3x1/2H,s), 3.78(3x1/2H,s), 4.27-4.50(2H,m), 5.20-5.40(1H,m), 6.62-6.82(4H,m), 6.89(1H,d,J=8Hz), 6.95(1H,d,J=8Hz), 7.00-7.17(5H,m), 7.52(2H,t,J=8Hz), 7.98(1H,d,J=8Hz) Example 25 The object compound was obtained according to a similar manner to that of Example 1. colorless solid mp : 231-234.5°C MASS : 501 (M-H)+ 'H-NMR (DMSO-d6) 8 : 3.27-3.41(2H,m), 3.44(3H,s), 5.32(1H,m), 7.07(1H,s), 7.12(1H,t,J=7.5Hz), 7.16-7.27(6H,m), 7.31(1H,d,J=7.5Hz), 7.35(1H,t,J=7.5Hz), 7.36(2H,d,J=7.5Hz), 7.64(2H,d,J=7.5Hz), 7.78(2H,d,J=7.5Hz), 9.27(1H,d,J=7.5Hz) Example 26 The object compound was obtained according to a similar manner to that of Example 1. pale yellow amorphous solid MASS : 526 (M+H)+ 'H-NMR (CDC13) 6 : 3.08(3H,s), 3.38-3.51(2H,m), 5.51(1H,m), 7.06-7.16(5H,m), 7.20-7.25(4H,m), 7.29(1H,t,J=7.5Hz), 7.36-7.43(3H,m), 7.52(2H,d,J=7.5Hz), 7.55(1H,t,J=7.5Hz), 7.80(1H,d,J=7.5Hz), 8.18(1H,d,J=7.5Hz) Example 27 To a solution of the starting compound (88.2 mg) in dichloromethane (1 ml) was added phenyl isocyanate (32.4 mg) under nitrogen atmosphere at 0°C. The reaction mixture was stirred at room temperature for 5 hours and concentrated in vacuo. The residue was purified by flash column chromatography over silica gel with chloroform-methanol (10:1) as eluent to give the object compound (80.0 mg) as an off-white solid. mp : 172-175°C MASS : 475 (M+H)+ H-NMR (CDCl3) 6 : 3.03(3H,s), 3.21(1H,dd,J=13.5 and 9.0Hz), 3.42(1H,dd,J=13.5 and 6.0Hz), 5.31(1H,m), 6.91(1H,m), 6.99-7.40(11H,m), 7.06(2H,d,J=7.5Hz), 7.52(2H,d,J=7.5Hz), 7.49-7.58(1H,m) Example 28 The object compound was obtained according to a similar manner to that of Example 1. pale yellow amorphous solid MASS : 556 (M+H)+ 1H-NMR (CDCl3) # : 2.85(3H,s), 2.98(3H,d,J=4.5Hz), 3.24(1H,dd,J=13.5 and 9.0Hz), 3.48(1H,dd,J=13.5 and 4.5Hz), 5.52(1H,m), 7.01(1H,d,J=1.OHz), 7.03-7.33(8H,m), 7.10(2H,d,J=7.5Hz), 7.42(2H,d,J=7.5Hz), 7.49(2H,d,J=7.5Hz), 7.45-7.59(1H,m), 7.69(1H,d,J=7.5Hz), 9.23(1H,br s) Example 29 The object compound was obtained according to a similar manner to that of Example 1. pale yellow amorphous solid MASS : 586 (M+H)+ 1H-NMR (CDCl3) # : 2.92(3H,s), 3.24-3.35(1H,m), 3.28(3H,s), 3.49(1H,dd,J=13.5 and 4.5Hz), 3.70(3H,s), 5.57(1H,m), 6.98(1H,d,J=1.OHz), 7.04-7.11(1H,m), 7.09(2H,d,J=7.5Hz), 7.15(1H,t,J=7.5Hz), 7.20-7.33(5H,m), 7.40-7.55(2H,m), 7.52(2H,d,J=7.5Hz), 7.67(1H,d,J=7.5Hz), 9.23(1H,br s) Example 30 The object compound was obtained according to a similar manner to that of Example 1. pale yellow amorphous solid MASS : 570 (M+H)+ H-NMR (CDCl3) 6 : 2.96(3H,s), 2.99(6H,s), 3.30(1H,dd,J=13.5 and 8.5Hz), 3.49(1H,dd,J=13.5 and 6.0Hz), 5.57(1H,m), 6.97(1H,s), 7.07-7.18(5H,m), 7.20-7.28(3H,m), 7.29(1H,t,J=7.5Hz), 7.40-7.48(2H,m), 7.53(2H,d,J=7.5Hz), 7.67(1H,d,J=7.5Hz), 9.31(1H,br s) Example 31 The object compound was obtained according to a similar manner to that of Example 1. pale yellow amorphous solid MASS : 618 (M+H)+ 1H-NMR (CDCl3) d : 2.91(3H,s), 3.30(1H,dd,J=13.5 and 8.5Hz), 3.49(1H,dd,J=13.5 and 6.0Hz), 5.58(1H,m), 7.03-7.43(13H,m), 7.12(2H,d,J=7.5Hz), 7.50(2H,d,J=7.5Hz), 7.70(2H,t,J=7.5Hz), 9.12(1H,s), 9.27(1H,s) Example 32 The object compound was obtained according to a similar manner to that of Example 1. colorless solid mp : 287-291°C MASS : 395 (M+H)+ 1H-NMR (DMSO-d6) # : 3.48(2H,d,J=7.5Hz), 3.77(3H,s), 5.71(1H,q,J=7.5Hz), 7.01(1H,t,J=7.5Hz), 7.10-7.30(7H,m), 7.33-7.40(3H,m), 7.51(1H,d,J=7.5Hz), 7.60(1H,d,J=7.5Hz), 7.66(1H,d,J=7.5Hz), 9.14(1H,d,J=7.5Hz) Example 33 The object compound was obtained according to a similar manner to that of Example 1. pale brown amorphous solid MASS : 485 (M+H)+ 'H-NMR (CDCl3) 6 : 3.44(3H,s), 6.48(1H,d,J=7.5Hz), 7.06(2H,s), 7.11(1H,t,J=7.5Hz), 7.20(2H,d,J=7.5Hz), 7.20-7.45(7H,m), 7.56(2H,d,J=7.5Hz), 7.62(1H,d,J=7.5Hz), 8.30(1H,d,J=7.5Hz), 9.26(1H,s) Example 34 The object compound was obtained according to a similar manner to that of Exmaple 1. yellow amorphous solid MASS : 531 (M+H)+ 1H-NMR (CDC13, 6) 1.53(9H,s), 2.98(3H,s), 3.21(1H,dd,J=13.0 and 8.5Hz), 3.46(1H,dd,J=13.0 and 5.5Hz), 5.51(1H,m), 7.00(1H,t,J=7.5Hz), 7.03-7.09(2H,m), 7.05(1H,s), 7.15(2H,d,J=7.5Hz), 7.21-7.27(3H,m), 7.39(2H,d,J=7.5Hz), 7.40-7.53(3H,m), 7.57(1H,d,J=7.5Hz), 8.38(1H,d,J=7.5Hz) Example 35 The object compound was obtained according to a similar manner to that of Preparation 3. yellow amorphous solid MASS : 431 (M+H)+ 'H-NMR (CDC13, 6) 2.97(3H,s), 3.21(1H,dd,J=13.0 and 8.5Hz), 3.46(1H,dd,J=13.0 and 7.0Hz), 5.44-5.57(3H,m), 6.66(1H,t,J=7.5Hz), 6.68(1H,d,J=7.5Hz), 7.05(1H,s), 7.05-7.10(2H,m), 7.16(2H,d,J=7.5Hz), 7.17-7.27(5H,m), 7.38(2H,d,J=7.5Hz), 7.43(1H,d,J=7.5Hz) Example 36 The object compound was obtained according to a similar manner to that of Example 1. off-white amorphous solid MASS : 574 (M+H)+ 'H-NMR (CDCl3) 6 : 3.08(3H,s), 3.27(1H,dd,J=13.5 and 8.5Hz), 3.50(1H,dd,J=13.5 and 6.0Hz), 5.60(1H,m), 7.07(1H,s), 7.11(2H,d,J=7.5Hz), 7.12-7.35(10H,m), 7.37(2H,d,J=7.5Hz), 7.48(1H,d,J=7.5Hz), 7.52(1H,t,J=7.5Hz), 7.66(2H,d,J=7.5Hz) 7.75(1H,d,J=7.5Hz), 8.74(1H,d,J=7.5Hz), 9.42(1H,br s) Example 37 The object compound was obtained according to a similar manner to that of Example 1. off-white amorphous solid MASS : 575 (M+H)+ 'H-NMR (CDC13) d : 3.07(3H,s), 3.25(1H,dd,J=13.5 and 8.5Hz), 3.50(1H,dd,J=13.5 and 5.5Hz), 5.59(1H,m), 7.06(1H,s), 7.07-7.28(9H,m), 7.32(1H,t,J=7.5Hz), 7.37(2H,d,J=7.5Hz), 7.45(1H,d,J=7.5Hz), 7.47-7.52(1H,m), 7.53(1H,d,J=7.5Hz), 7.58(1H,s), 7.64(2H,t,J=7.5Hz), 7.71(1H,d,J=7.5Hz), 8.78(1H,d,J=7.5Hz) Example 38 The object compound was obtained according to a similar manner to that of Example 1. yellow amorphous solid MASS : 531 (M+H)+ 'H-NMR (CDC13, 6) 1.53(9H,s), 3.07(3H,s), 3.37(1H,dd,J=13.5 and 8.5Hz), 3.50(1H,dd,J=13.5 and 7.0Hz), 5.60(1H,m), 7.05(1H,s) 7.07-7.16(2H,m), 7.13(2H,d,J=7.5Hz), 7.21-7.85(8H,m), 7.37(2H,d,J=7.5Hz), 7.50(1H,d,J=7.5Hz) Example 39 The object compound was obtained according to a similar manner to that of Preparation 3. off-white solid mp : 198-201°C MASS : 431 (M+H)+ H-NMR (CDC13, 6) 2.97(3H,s), 3.20(1H,dd,J=12.0 and 8.5Hz), 3.47(1H,dd,J=12.0 and 7.0Hz), 3.78(2H,s), 5.50(1H,m), 6.79(1H,dd,J=7.5 and 1.0Hz), 7.03(1H,s), 7.03-7.09(2H,m), 7.12-7.26(8H,m), 7.29(1H,d,J=7.5Hz), 7.37(2H,d,J=7.5Hz) Example 40 The object compound was obtained according to a similar manner to that of Example 1.

MASS : 574 (M+H)+ H-NMR (CDCl3) d : 2.91(3H,s), 3.58-3.75(2H,m), 5.60(1H,m), 6.78(2H,d,J=7.5Hz), 7.00(1H,s), 7.06-7.19(3H,m), 7.16(2H,d,J=7.5Hz), 7.20-7.26(4H,m), 7.31(2H,t,J=7.5Hz), 7.43(1H,d,J=7.5Hz), 7.53-7.60(2H,m), 7.67(1H,d,J=7.5Hz), 7.84(1H,d,J=7.5Hz), 8.14(1H,m), 9.61(1H,s), 9.84(1H,br s) Example 41 The object compound was obtained according to a similar manner to that of Example 1. off-white amorphous solid MASS : 575 (M+H)+ 'H-NMR (CDCl3) 6 : 2.98(3H,s), 3.27(1H,dd,J=13.0 and 8.5Hz), 3.50(1H,dd,J=13.0 and 5.5Hz), 5.53(1H,m), 7.03-7.10(2H,m), 7.06(1H,s), 7.13(2H,d,J=7.5Hz), 7.20-7.28(3H,m), 7.30-7.40(3H,m), 7.42-7.51(2H,m), 7.55-7.69(4H,m), 7.71(1H,d,J=7.5Hz), 7.99(1H,s), 8.07(1H,d,J=7.5Hz), 8.46(1H,s) Example 42 The object compound was obtained according to a similar manner to that of Example 1. yellow amorphous solid MASS : 433 (M+H)+ H-NMR (CDCl3) 6 : 3.49(1H,dd,J=16.0 and 7.0Hz), 3.61(3H,s), 3.67(1H,dd,J=16.0 and 2.5Hz), 4.60(1H,m), 5.52(1H,d,J=16.0Hz), 6.29(1H,m), 6.96(2H,s), 7.05(1H,d,J=7.5Hz), 7.15(1H,d,J=7.5Hz), 7.19(1H,d,J=7.5Hz), 7.21-7.47(9H,m), 7.70(1H,d,J=7.5Hz), 9.20(1H,br s) Example 43 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 474 (M+H)+ 1H-NMR (CDCl3,300MHz)6 : 2.91(3H,s), 3.45(1H,dd,J=13 and 9Hz), 3.66(1H,dd,J=13 and 5Hz), 3.68(3H,s), 5.58-5.70(1H,m), 6.81(lH,s), 6.95-7.45(14H,m), 7.64(1H,d,J=8Hz), 7.84(1H,br s), 9.51(1H,br s) Example 44 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 475 (M+H)+ H-NMR (CDCl3,300MHz)6 : 2.91(3H,s), 3.43(1H,dd,J=13 and 9Hz), 3.66(1H,dd,J=13 and 5Hz), 3.72(3H,s), 5.54-5.67(1H,m), 6.85(1H,s), 6.96-7.72(15H,m), 7.83(1H,d,J=8Hz) Example 45 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 544, 546 (M+H)+ H-NMR (CDCl3,300MHz)d : 3.30(3H,s), 3.44-3.65(2H,m), 5.61-5.78(1H,m), 6.95-7.70(13H,m), 8.06(2H,d,J=8Hz), 9.49(1H,br s) Example 46 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 545, 547 (M+H)+ 'H-NMR (CDCl3,300MHz)6 : 3.31(3H,s), 3.47-3.67(2H,m), 5.60-5.72(1H,m), 7.07-7.71(13H,m), 8.11(2H,d,J=8Hz) Example 47 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 496 (M+H)+ 1H-NMR (CDCl3,300MHz) 6 : 3.12(3H,s), 3.19-3.49(2H,m), 3.75(3H,s), 5.48-5.62(1H,m), 6.75(2H,d,J=8Hz), 6.97(2H,d,J=8Hz), 7.00(1H,s), 7.07-7.82(8H,m), 8.25(2H,d,J=8Hz), 9.55(1H,br s) Example 48 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 497 (M+H)+ H-NMR (CDCl3,300MHz)6 : 3.16(3H,s), 3.20-3.49(2H,m), 3.77(3H,s), 5.45-5.59(1H,m), 6.78(2H,d,J=8Hz), 7.00(2H,d,J=8Hz), 7.21-7.75(9H,m), 8.26(2H,d,J=8Hz) Example 49 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 515, 517 (M+H)+ zH-NMR (CDCl3,300MHz)6 : 3.41(3H,s), 3.75(3H,s), 6.43(1H,d,J=8Hz), 6.84(2H,d,J=8Hz), 6.99-7.38(9H,m), 7.49-7.67(3H,m), 8.39(1H,d,J=8Hz), 9.41(1H,br s) Example 50 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 519, 521 (M+H)+ H-NMR (CDCl3,300MHz) 6 : 3.42(3H,s), 6.42(1H,d,J=8Hz), 7.02-7.41(11H,m), 7.50-7.68(3H,m), 8.31(1H,d,J=8Hz), 9.22(1H,br s) Example 51 The object compound was obtained according to a similar manner to that of Example 1. mp : 157-159°C MASS (ESI) (m/z) : 511 (M+H)+ H-NMR (CDCl3,300MHz) # : 3.44(3H,s), 3.60-3.68(2H,m), 5.76(1H,q,J=8Hz), 7.07-7.70(10H,m), 7.98(1H,br d,J=8Hz), 8.11(2H,d,J=8Hz), 8.31(2H,d,J=8Hz), 9.41(1H,br s) Example 52 The object compound was obtained according to a similar manner to that of Example 1. mp : 187-188°C MASS (ESI) (m/z) : 467 (M+H)+ H-NMR (DMSO-d6,300MHz)6 : 3.43-3.68(2H,m), 3.73(3H,s), 5.86-5.99(1H,m), 6.96-7.68(9H,m), 7.73(2H,d,J=8Hz), 8.26(2H,d,J=8Hz), 8.49(1H,d,J=5Hz), 9.08(1H,br d,J=8Hz), 10.50(1H,br s) Example 53 The object compound was obtained according to a similar manner to that of Example 1. mp : 259-260°C MASS (ESI) (m/z) : 468 (M+H)+ H-NMR (DMSO-d6,300MHz)6 : 3.50-3.64(2H,m), 3.70(3H,s), 5.81-5.95(1H,m), 7.12-7.38(5H,m), 7.44-7.68(2H,m), 7.72(1H,br d,J=8Hz), 7.73(2H,d,J=8Hz), 8.27(2H,d,J=8Hz), 8.50(1H,d,J=5Hz), 9.24(1H,br d,J=8Hz), 10.50(1H,br s) Example 54 The object compound was obtained according to a similar manner to that of Example 1. mp : 174-1750C MASS (ESI) (m/z) : 467 (M+H)+ H-NMR (DMSO-d6,300MHz) 6 : 3.42-3.68(2H,m), 3.72(3H,s), 5.84-6.00(1H,m), 6.97-7.70(9H,m), 7.73(2H,d,J=8Hz), 8.27(2H,d,J=8Hz), 8.49(1H,d,J=5Hz), 9.09(1H,br d,J=8Hz), 10.50(1H,br s) Example 55 The object compound was obtained according to a similar manner to that of Example 1. mp : 180-184°C MASS : 437 (M+1) 1H-NMR (CDCl3) 6 : 2.59(3H,s), 3.49(3H,s), 3.50-3.70(2H,m), 6.01(1H,q,J=8Hz), 7.01(1H,s), 7.02(1H,s), 7.08-7.16(3H,m), 7.16-7.29(2H,m), 7.39(1H,d,J=8Hz), 7.48(1H,d,J=8Hz), 7.50(1H,t,J=8Hz), 7.62(1H,d,J=8Hz), 7.99(1H,d,J=8Hz), 8.41(1H,s), 8.52(1H,d,J=2Hz), 9.69(1H,s) Example 56 The object compound was obtained according to a similar manner to that of Example 1. mp : 197-199°C MASS : 423 (M+1) H-NMR (CDCl3) 6 : 3.53(3H,s), 3.57-3.70(2H,m), 6.00(1H,q,J=8Hz), 7.00(1H,s), 7.09(1H,s), 7.10-7.18(3H,m), 7.27(1H,t,J=8Hz), 7.31-7.41(2H,m), 7.50-7.70(3H,m), 7.82(1H,d,J=8Hz), 8.50-8.62(3H,m), 9.49(1H,s) Example 57 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 509 (M+H)+ 1H-NMR (CDCl3,300MHz) 6 : 1.42(3H,t,J=7Hz), 3.13(3H,s), 3.19-3.43(2H,m), 4.04(2H,q,J=7Hz), 5.46-5.62(1H,m), 5.88(2H,s), 6.54(1H,d,J=8Hz), 6.56(1H,s), 6.64(1H,d,J=8Hz), 6.89(2H,d,J=8Hz), 7.00(1H,s), 7.02-7.68(7H,m), 7.95(1H,br d,J=8Hz), 9.74(1H,br s) Example 58 The object compound was obtained according to a similar manner to that of Example 1. mp : 214-2150C MASS (ESI) (m/z) : 481 (M+H) + 1H-NMR (DMSO-d6,300MHz)6 : 1.11(3H,t,J=7Hz), 3.41-3.68(2H,m), 4.02-4.42(2H,m), 5.85-6.00(1H,m), 6.95-7.68(9H,m), 7.72(2H,d,J=8Hz), 8.28(2H,d,J=8Hz), 8.49(1H,d,J=2Hz), 9.12(1H,br d,J=8Hz), 10.50(1H,br s) Example 59 The object compound was obtained according to a similar manner to that of Example 1. mp : 145-150°C MASS : 488 (M+1) H-NMR (DMSO-d6) 6 : 3.41-3.53(1H,m), 3.54-3.63(1H,m), 3.69(3H,s), 5.91(1H,q,J=8Hz), 7.02(1H,t,J=8Hz), 7.08(1H,s), 7.10-7.20(3H,m), 7.28(1H,s), 7.32-7.41 (2H,m), 7.52-7.68(4H,m), 7.72(2H,d,J=8Hz), 7.80(1H,d,J=2Hz), 8.31(1H,s), 8.50(1H,d,J=2Hz), 9.07(1H,d,J=8Hz) Example 60 A solution of the starting compound (360 mg) and ammonium chloride (5 mg) in ethanol (14.5 ml) - water (1.5 ml) was heated to 70"C. Powdered iron (440 mg) and one drop of concentrated hydrochloric acid were added. The mixture was stirred at 70C for 15 minutes then allowed to cool to room temperature. The mixture was filtered, concentrated, made basic with 1N sodium hydroxide solution and extracted three times with chloroform. The organic layer was dried over magnesium sulfate, filtered, and concentrated. The residue was purified by column chromatography (silica gel, chloroform/ methanol=20/1) to give the object compound as a pale yellow powder (291 mg). mp : 145-150°C MASS (ESI) (m/z) : 437 (M+H)+ 'H-NMR (CDC13,300MHz) 6 : 3.44(3H,s), 3.55-3.71(2H,m), 3.78(2H,br s), 5.98-6.12(1H,m), 6.67(2H,d,J=8Hz), 6.89(1H,s), 6.96-7.66(10H,m), 8.25(1H,br d,J=8Hz), 8.51(1H,d,J=5Hz), 10.00(1H,br s) Example 61 To a solution of the starting compound (82 mg) in dichloromethane (4 ml) were added triethylamine (0.5 ml) and methanesulfonyl chloride (0.1 ml) at room temperature and the mixture was stirred for 1.5 hours. A saturated aqueous sodium hydrogencarbonate solution was added to the mixture, and then the mixture was extracted three times with chloroform. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated. The residue was purified by column chromatography (silica gel, chloroform/methanol= 20/1) to give the object compound as pale yellow crystals (84 mg). mp : 160-165"C MASS (ESI) (m/z) : 593 (M+H)+ lH-NMR (DMSO-d6,300MHz) 6 : 3.45-3.68(2H,m), 3.55(6H,s), 3.71(3H,s), 5.86-5.99(1H,m), 6.98-7.73(13H,m), 8.51(1H,d,J=2Hz), 9.13(1H,br d,J=8Hz), 10.50(1H,br s) Example 62 To a solution of the starting compound (86 mg) in dichloromethane (1 ml) was added acetic anhydride (30 mg) at room temperature and the mixture was stirred for 1 hour. The mixture was diluted with chloroform (2 ml), and then diisopropyl ether was added. The pale yellow precipitate was collected by filtration, washed with diisopropyl ether, and dried in vacuo to give the object compound (84.5 mg). mp : 226-227"C MASS (ESI) (m/z) : 479 (M+H)+ H-NMR (DMSO-d6,300MHz) 6 : 2.04(3H,s), 3.40-3.66(2H,m), 3.60(3H,s), 5.81-5.94(1H,m), 6.93(1H,s), 6.96-7.70(12H,m), 8.48(1H,d,J=5Hz), 9.02(1H,br d,J=8Hz), 10.05(1H,br s), 11.52(1H,br s) Example 63 To an ice-cooled solution of the starting compound (196 mg) in dichloromethane (4 ml) were added pyridine (0.12 ml) and ethyl chloroformate (0.07 ml). The mixture was stirred under ice-cooling for 1 hour. A saturated aqueous sodium hydrogencarbonate solution was added to the mixture, and then the mixture was extracted three times with chloroform. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated. The residue was purified by column chromatography (silica gel, chloroform/methano 1=20/1) to give the object compound as a pale yellow powder (216 mg).

MASS (ESI) (m/z) : 509 (M+H)+ H-NMR (DMSO-d6,300MHz) 6 : 1.26(3H,t,J=7Hz), 3.41-3.65(2H,m), 3.60(3H,s), 4.14(2H,q,J=7Hz), 5.81-5.95(1H,m), 6.91(1H,s), 6.95-7.67(12H,m), 8.48(1H,d,J=5Hz), 9.01(1H,br d,J=8Hz), 9.71(1H,br s), 11.48(1H,br s) Example 64 To an ice-cooled solution of the starting compound (84 mg) in dichloromethane (1.7 ml) were added pyridine (0.05 ml) and methanesulfonyl chloride (0.02 ml). The mixture was stirred under ice-cooling for 3 hours. A saturated aqueous sodium hydrogencarbonat e solution was added to the mixture, and then the mixture was extracted three times with chloroform. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated.

The residue was purified by column chromatography (silica gel, chloroform/methanol=20/1) to give the object compound as a white powder (69 mg).

MASS (ESI) (m/z) : 513 (M-H)- H-NMR (DMSO-d6,300MHz) 6 : 3.01(3H,s), 3.31-3.62(2H,m), 3.60(3H,s), 5.81-5.95(1H,m), 6.94(1H,s),6.97-7.68(12H,m), 8.48(1H,d,J=5Hz), 9.02(1H,br d,J=8Hz), 9.88(1H,br s), 11.50(1H,br s) Example 65 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 468 (M+H)+ 'H-NMR (CDCl3,300MHz)6 : 2.50(3H,s), 3.22(3H,s), 3.38-3.50(2H,m), 5.59-5.72(1H,m), 6.97-7.78(13H,m), 8.44(2H,d,J=6Hz), 9.50(1H,br s) Example 66 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 500 (M+H)+ 1H-NMR (CDCl3,300MHz)6 : 3.09(3H,s), 3.32(3H,s), 3.38-3.50(2H,m), 5.62-5.77(1H,m), 6.96-7.69(11H,m), 7.99(2H,d,J=8Hz), 8.45(2H,d,J=6Hz), 9.55(1H,br s) Example 67 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) .(m/z) : 465 (M+H)+ H-NMR (CDCl3,300MHz)d : 2.97(6H,s), 3.49(3H,s), 3.52-3.65(2H,m), 5.91-6.04(1H,m), 6.71(2H,d,J=8Hz), 6.91(1H,s), 6.96-7.68(10H,m), 7.97(1H,br d,J=8Hz), 8.52(1H,d,J=5Hz), 9.51(1H,br s) Example 68 The object compound was obtained according to a similar manner to that of Example 1. mp : 200-201°C MASS (ESI) (m/z) : 467 (M+H)+ H-NMR (DMSO-d6,300MHz)6 : 3.41-3.66(2H,m), 3.69(3H,s), 5.82-5.98(1H,m), 6.95-7.96(11H,m), 8.13-8.23(2H,m), 8.48(1H,d,J=5Hz), 9.05(1H,br d,J=8Hz), 10.50(1H,br s) Example 69 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 497 (M+H)+ H-NMR (CDCl3,300MHz) 6 : 3.47-3.61(2H,m), 3.67(3H,s), 3.78(3H,s), 5.92-6.07(1H,m), 6.92-8.15(11H,m), 8.21(1H,d,J=2Hz), 8.25(2H,d,J=8Hz), 9.62(1H,br s) Example 70 The object compound was obtained according to a similar manner to that of Example 1. mp : 154-155°C MASS (ESI) (m/z) : 501 (M+H)+ H-NMR (DMSO-d6,300MHz)6 : 3.43-3.68(2H,m), 3.72(3H,s), 5.83-5.97(1H,m), 6.97-7.63(7H,m), 7.75(2H,d,J=8Hz), 7.78(1H,dd,J=8 and 2Hz), 8.27(2H,d,J=8Hz), 8.52(1H,d,J=2Hz), 9.07(1H,br d,J=8Hz), 10.50(1H,br s) Example 71 The object compound was obtained according to a similar manner to that of Example 1. mp : 208-209°C MASS (ESI) (m/z) : 466 (M-H)- H-NMR (DMSO-d6,300MHz) 6 : 3.49-3.72(2H,m), 3.71(3H,s), 5.86-6.01(1H,m), 6.97-7.64(6H,m), 7.75(2H,d,J=8Hz), 8.27(2H,d,J=8Hz), 8.42(1H,d,J=2Hz), 8.55(1H,d,J=2Hz), 8.66(1H,s), 9.11(1H,br d,J=8Hz), 10.50(1H,br s) Example 72 The object compound was obtained according to a similar manner to that of Example 1. mp : 190-192°C MASS (ESI) (m/z) : 538 (M+H)+ lH-NMR (CDCl3,300MHz) d : 2.29-2.72(4H,m), 3.69(3H,s), 5.07(2H,s), 5.53-5.67(1H,m), 6.93-7.68(14H,m), 8.29(2H,d,J=8Hz), 9.31(1H,br s) Example 73 A solution of the starting compound (186 mg) in 1N sodium hydroxide solution (2.7 ml) - 1,4-dioxane (5.4 ml) was stirred at room temperature for 1 hour. After the mixture was concentrated, 1N hydrochloric acid was added to the residue. The yellow precipitate formed was collected by filtration and dried in vacuo to give the object compound (157 mg). mp : 170-175°C MASS (ESI) (m/z) : 448 (M+H)+ H-NMR (CDCl3,300MHz)6 : 2.22-2.56(4H,m), 3.79(3H,s), 5.41-5.55(1H,m), 6.98-7.68(6H,m), 7.84(2H,d,J=8Hz), 8.33(2H,d,J=8Hz), 9.14(1H,br d,J=8Hz), 10.50(1H,br s) Example 74 To a solution of the starting compound (41 mg) in chloroform (0.4 ml) - methanol (0.4 ml) was added trimethylsilyldiazomethane/hexane (2.0 M) at room temperature, and the mixture was stirred for 2 hours.

After adding acetic acid (0.1 ml), the mixture was neutralized with a saturated sodium hydrogencarbonate solution and extracted three times with chloroform. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated. The residue was purified by column chromatography (silica gel, chloroform/methanol= 20/1) to give the object compound as a pale yellow powder (22 mg). mp : 177-179"C MASS (ESI) (m/z) : 462 (M+H)+ H-NMR (CDCl3,300MHz)d : 2.28-2.68(4H,m), 3.62(3H,s), 3.74(3H,s), 5.52-5.65(1H,m), 7.04-7.68(8H,m), 7.88(1H,br d,J=8Hz), 8.28(2H,d,J=8Hz), 10.50(1H,br s) Example 75 The object compound was obtained according to a similar manner to that of Example 1 except that a mixture of dichloromethane and dimethylformamide was used instead of dichloromethane. mp : 230-231"C MASS (ESI) (m/z) : 523 (M+H)+ 'H-NMR (DMSO-d6,300MHz) 6 : 2.22-2.60(4H,m), 3.75(3H,s), 5.38-5.52(1H,m), 6.94-7.64(11H,m), 7.77(2H,d,J=8Hz), 8.28(2H,d,J=8Hz), 8.94(1H,br d,J=8Hz), 10.50(2H,br s) Example 76 The object compound was obtained according to a similar manner to that of Example 1. mp : 150-155"C MASS (ESI) (m/z) : 475 (M+H)+ H-NMR (DMSO-d6,300MHz)6 : 1.41-1.62(2H,m), 1.78(3H,s), 1.98-2.16(2H,m), 3.01-3.20(2H,m), 3.72(3H,s), 5.31-5.46(1H,m), 6.96-7.64(6H,m), 7.76(2H,d,J=8Hz), 7.86(1H,br t,J=SHz), 8.28(2H,d,J=8Hz), 8.88(1H,br d,J=8Hz), 10.50(1H,br s) Example 77 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 508 (M+H)+ H-NMR (CDCl3,300MHz) 6 : 1.41(3H,t,J=7Hz), 3.24-3.42(2H,m), 3.61(3H,s), 4.02(2H,q,J=7Hz), 5.96-6.11(1H,m), 6.81-7.58(15H,m), 8.03(1H,br d,J=8Hz), 9.01(1H,br s), 9.76(1H,br s) Example 78 The object compound was obtained according to a similar manner to that of Example 1. mp : 196-197°C MASS (ESI) (m/z) : 456 (M+H)+ H-NMR (DMSO-d6,300MHz)6 : 3.38-3.55(2H,m), 3.70(3H,s), 5.61-5.77(1H,m), 6.16(1H,d,J=4Hz), 6.29(1H,d,J=4Hz), 6.98-7.64(7H,m), 7.77(2H,d,J=8Hz), 8.28(2H,d,J=8Hz), 9.02(1H,br d,J=8Hz), 10.50(1H,br s) Example 79 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 543 (M+H)+ H-NMR (CDCl3,300MHz) 6 : 3.42-3.75(2H,m), 4.18(2H,s), 5.41-5.54(1H,m), 6.98-7.85(17H,m), 8.21(2H,d,J=8Hz), 8.66(1H,d,J=2Hz), 9.27(1H,br s) Example 80 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 510 (M+H)+ 1H-NMR (CDCl3,300MHz) # : 3.16-3.45(2H,m), 3.23(3H,s), 5.46-5.61(1H,m), 5.89(2H,s), 6.48-6.72(3H,m), 6.97(1H,s), 7.07-7.69(8H,m), 8.28(2H,d,J=8Hz), 9.38(1H,br s) Example 81 The object compound was obtained according to a similar manner to that of Example 1. mp : 205-206°C MASS (ESI) (m/z) : 500, 502 (M+H)+ 'H-NMR (DMSO-d6,300MHz) # : 3.41-3.63(2H,m), 3.62(3H,s), 5.81-5.97(1H,m), 6.95-7.69(13H,m), 8.49(1H,d,J=5Hz), 9.03(1H,br d,J=8Hz), 10.50(1H,br s) Example 82 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 556 (M+H)+ 'H-NMR (CDCl3,300MHz)d : 1.41(3H,t,J=7Hz), 3.31(3H,s), 3.48-3.63(2H,m), 3.81(2H,s), 4.03(2H,q,J=7Hz), 5.89-6.05(1H,m), 6.80-7.67(17H,m), 7.80(1H,br d,J=8Hz), 8.52(1H,d,J=5Hz), 9.79(1H,br s) Example 83 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 495 (M+H)+ H-NMR (CDCl3,300MHz)d : 0.70(3H,t,J=7Hz), 1.36-1.58(2H,m), 3.56-3.68(2H,m), 3.84-4.17(2H,m), 5.98-6.11(1H,m), 6.97-7.84(12H,m), 8.25(2H,d,J=8Hz), 8.54(1H,d,J=5Hz), 9.67(1H,br s) Example 84 The object compound was obtained according to a similar manner to that of Example 1. mp : 134-135°C MASS (ESI) (m/z) : 482 (M+H)+ H-NMR (DMSO-d6,300MHz) # : 1.11(3H,t,J=7Hz), 3.50-3.62(2H,m), 4.05-4.38(2H,m), 5.81-5.96(1H,m), 7.13-7.38(5H,m), 7.51 (1H,br d,J=8Hz), 7.58-7.75(2H,m), 7.72(2H,d,J=8Hz), 8.28(2H,d,J=8Hz), 8.51(1H,d,J=5Hz), 9.24(1H,br d,J=8Hz), 10.50(1H,br s) Example 85 The object compound was obtained according to a similar manner to that of Example 1. mp : 245-246°C MASS (ESI) (m/z) : 488 (M+H)+ 'H-NMR (DMSO-d6,300MHz) # : 3.42-3.66(2H,m), 3.66(3H,s), 5.82-5.98(1H,m), 6.56(1H,t,J=2Hz), 6.95-7.21(3H,m), 7.06(1H,s), 7.25(1H,s), 7.29-7.42(2H,m), 7.55(2H,d,J=8Hz), 7.56-7.69(2H,m), 7.77(1H,d,J=2Hz), 7.91(2H,d,J=8Hz), 8.49(1H,d,J=5Hz), 8.55(1H,d,J=2Hz), 9.05(1H,br d,J=8Hz), 10.50(1H,br s) Example 86 The object compound was obtained according to a similar manner to that of Example 1. mp : 199-200°C MASS (ESI) (m/z) : 502 (M+H)+ 'H-NMR (DMSO-d6,300MHz) d : 1.07(3H,t,J=7Hz), 3.41-3.68(2H,m), 3.96-4.32(2H,m), 5.84-5.99(1H,m), 6.56(1H,t,J=2Hz), 6.94-7.22(4H,m), 7.26(1H,s), 7.29-7.42(2H,m), 7.52(2H,d,J=8Hz), 7.54-7.70(2H,m), 7.77(1H,d,J=2Hz), 7.92(2H,d,J=8Hz), 8.50(1H,d,J=5Hz), 8.55(1H,d,J=2Hz), 9.10(1H,br d,J=8Hz), 10.50(1H,br s) Example 87 The object compound was obtained according to a similar manner to that of Example 1.

MASS (m/z) : 495 (M-1) 'H-NMR (DMSO-d6) # : 3.49(1H,dd,J=7 and 14Hz), 3.61(1H,dd,J=5 and 14Hz), 3.75(3H,s), 3.76(3H,s), 5.92(1H,m), 6.82(1H,dd,J=2 and 8Hz), 7.05(1H,s), 7.16(2H,m), 7.27(2H,t,J=5Hz), 7.34(1H,d,J=8Hz), 7.64(1H,d,J=8Hz), 7.75(2H,d,J=8Hz), 8.26(2H,d,J=8Hz), 8.49(1H,d,J=5Hz), 9.02(1H,d,J=8Hz) Example 88 The object compound was obtained according to a similar manner to that of Example 1.

MASS (m/z) : 499 (M-1) H-NMR (DMSO-d6) # : 3.49(1H,dd,J=7 and 15Hz), 3.62(1H,dd,J=5 and 15Hz), 3.73(3H,s), 5.92(1H,m), 7.13-7.19(2H,m), 7.24(1H,d,J=2Hz), 7.27(1H,s), 7.34(1H,d,J=8Hz), 7.40(1H,d,J=8Hz), 7.63(1H,m), 7.68(1H,d,J=2Hz), 7.73(2H,d,J=8Hz), 8.25(2H,d,J=8Hz), 8.49(1H,d,J=5Hz), 9.19(1H,d,J=8Hz) Example 89 The object compound was obtained according to a similar manner to that of Example 1.

MASS (m/z) : 483 (M-1) 'H-NMR (DMSO-d6) 6 : 3.49(1H,dd,J=7 and 15Hz), 3.61(1H,dd,J=5 and 15Hz), 3.73(3H,s), 5.92(1H,m), 7.02(1H,dt,J=2 and 8Hz), 7.18(1H,m), 7.24(1H,d,J=2Hz), 7.27(1H,s), 7.32-7.40(3H,m), 7.63(1H,m), 7.74(2H,d,J=8Hz), 8.26(2H,d,J=8Hz), 8.49(1H,d,J=5Hz), 9.12(1H,d,J=8Hz) Example 90 The object compound was obtained according to a similar manner to that of Example 1. mp : 2450C MASS (m/z) : 468 (M+1) 'H-NMR (CDCl3) 6 : 2.50(3H,s), 3.32(3H,s), 3.47(1H,dd,J=7 and 14Hz), 3.58(1H,dd,J=5 and 14Hz), 5.88(1H,m), 6.97(1H,s), 7.02(1H,t,J=8Hz), 7.15(2H,m), 7.23(1H,d,J=2Hz), 7.29-7.39(6H,m), 7.59(1H,d,J=8Hz), 7.62(1H,m), 8.49(1H,d,J=5Hz), 9.02(1H,d,J=8Hz) Example 91 The object compound was obtained according to a similar manner to that of Example 1.

MASS (m/z) : 496 (M+1) 'H-NMR (CDCl3) # : 3.46(3H,s), 3.49(3H,s), 3.60(2H,m), 3.77(2H,t,J=5Hz), 4.14(2H,t,J=SHz), 5.98(1H,m), 6.94-6.99(4H,m), 7.09-7.12(3H,m), 7.20(2H,d,J=8Hz), 7.35(1H,t,J=8Hz), 7.50(1H,m), 7.65(1H,d,J=8Hz), 7.85(1H,d,J=8Hz), 8.54(1H,d,J=5Hz), 9.44(1H,br s) Example 92 The object compound was obtained according to a similar manner to that of Example 1. mp : 173°C (from AcOEt-hexane) MASS (m/z) : 381 (M+1) 'H-NMR (CDCl3) d : 3.23(1H,dd,J=5 and 15Hz), 3.32(1H,dd,J=7 and 15Hz), 3.72(3H,s), 5.10(1H,d,J=13Hz), 5.19(1H,d,J=13Hz), 5.93(1H,m), 6.87(1H,s), 7.12-7.17(1H,m), 7.17(1H,s), 7.26-7.33(5H,m), 7.42(2H,d,J=8Hz), 7.50(2H,d,J=8Hz), 7.63(1H,d,J=8Hz), 8.28(2H,d,J=8Hz), 9.25(1H,s) Example 93 The object compound was obtained according to a similar manner to that of Example 73.

MASS (m/z) : 432 (M-1) 'H-NMR (DMSO-d6) # : 3.23(1H,dd,J=5 and 15Hz), 3.34(1H,dd,J=7 and 15Hz), 3.89(3H,s), 5.72(1H,m), 7.05(1H,t,J=8Hz), 7.20(1H,t,J=8Hz), 7.28(1H,s), 7.43(1H,d,J=8Hz), 7.63(1H,d,J=8Hz), 7.86(2H,d,J=8Hz), 8.31(1H,s), 8.36(2H,d,J=8Hz), 9.33(1H,d,J=8Hz) Example 94 The object compound was obtained according to a similar manner to that of Example 1.

MASS (m/z) : 524 (M+1) 'H-NMR (CDCl3) # : 3.23(2H,d,J=7Hz), 3.77(3H,s), 4.47(1H,dd,J=7 and 15Hz), 4.66(1H,dd,J=7 and 15Hz), 5.98(1H,m), 6.96(1H,s), 7.08-7.14(3H,m), 7.22-7.29(1H,m), 7.38(1H,d,J=8Hz), 7.48(2H,d,J=8Hz), 7.58(2H,m), 7.67(1H,m), 8.07(1H,d,J=8Hz), 8.26(2H,d,J=8Hz), 8.44(1H,d,J=8Hz), 9.46(1H,s) Example 95 To a solution of the starting compound (30 mg) in N,N- dimethylformamide were added triethylamine (0.01 ml) and pivaloyl chloride (0.01 ml) at -20°C and the mixture was stirred at the same temperature for 30 minutes. Aniline (6 mg) was added to the mixture and stirring at room temperature was continued for 1 hour. The mixture was poured into water and extracted three times with ethyl acetate. The extract was washed with a sodium hydrogencarbonate solution and dried over magnesium sulfate. Evaporation of the solvent followed by column chromatography (silica gel, chloroform/methanol) gave the object compound (13 mg) as a pale yellow powder.

MASS (m/z) : 509 (M+1) 'H-NMR (CDC13) 6 : 3.32(2H,d,J=7Hz), 3.77(3H,s), 6.03(1H,m), 6.97(1H,s), 7.07-7.78(13H,m), 8.28(2H,d,J=8Hz), 8.39(1H,br s), 9.36(1H,br s) Example 96 The object compound was obtained according to a similar manner to that of Example 95.

MASS (m/z) : 523 (M+1) 'H-NMR (CD30D) d : 3.07(2H,m), 3.86(3H,s), 4.34(2H,s), 5.93(1H,t,J=7Hz), 7.09-7.15(6H,m), 7.28(1H,t,J=8Hz), 7.46(1H,d,J=8Hz), 7.52-7.66(5H,m), 8.33(2H,d,J=8Hz) Example 97 The object compound was obtained according to a similar manner to that of Example 95.

MASS (m/z) : 510 (M+1) 1H-NMR (CDCl3) 6 : 3.38(1H,m), 3.53(1H,dd,J=7 and 15Hz), 3.82(3H,s), 6.11(1H,m), 7.01-7.13(4H,m), 7.37-7.44(3H,m), 7.58(1H,d,J=8Hz), 8.65(1H,t,J=8Hz), 8.14(1H,m), 8.22-8.27(4H,m), 9.37(1H,br s), 9.73(1H,br s) Example 98 The object compound was obtained according to a similar manner to that of Example 74.

MASS (m/z) : 448 (M+1) H-NMR (CDCl3) a : 3.19(1H,dd,J=5 and 15Hz), 3.28(1H,dd,J=7 and 15Hz), 3.68(3H,s), 3.76(3H,s), 5.95(1H,dd,J=5 and 7Hz), 6.98(1H,s), 7.12-7.15(2H,m), 7.29(1H,t,J=8Hz), 7.37-7.43(1H,m), 7.52(2H,d,J=8Hz), 7.65(1H,d,J=8Hz), 6.71(1H,m), 8.28(2H,d,J=8Hz), 9.56(1H,m) Example 99 The object compound was obtained according to a similar manner to that of Example 95.

MASS (m/z) : 433 (M+1) H-NMR (DMSO-d6) 6 : 2.73(1H,dd,J=5 and 15Hz), 3.17(1H,dd,J=7 and 15Hz), 3.76(3H,s), 5.74(1H,m), 6.85(1H,s), 7.02(1H,t,J=8Hz), 7.18(1H,t,J=8Hz), 7.25(1H,s), 7.26(1H,s), 7.40(1H,s), 7.44(1H,d,J=8Hz), 7.60(1H,d,J=8Hz), 7.76(2H,d,J=8Hz), 8.27(2H,d,J=8Hz), 8.97(1H,d,J=8Hz) Example 100 The object compound was obtained according to a similar manner to that of Example 95.

MASS (m/z) : 523 (M+1) H-NMR (DMSO-d6) 6 : 2.64(1H,dd,J=5 and 15Hz), 3.13(3H,s), 3.25(1H,dd,J=7 and 15Hz), 3.76(3H,s), 5.83(1H,m), 7.00(1H,t,J=8Hz), 7.16(2H,t,J=8Hz), 7.24-7.62(8H,m), 7.77(2H,d,J=8Hz), 8.27(2H,d,J=8Hz), 8.90(1H,d,J=8Hz) Example 101 The object compound was obtained according to a similar manner to that of Example 95.

MASS (m/z) : 539 (M+1) H-NMR (DMSO-d6) # : 3.07(1H,dd,J=5 and 15Hz), 3.44(1H,dd,J=7 and 15Hz), 3.75(3H,s), 3.82(3H,s), 5.83(1H,m), 6.85(1H,t,J=8Hz), 6.99-7.05(3H,m), 7.19(1H,t,J=8Hz), 7.27(1H,s), 7.31(1H,s), 7.42(1H,d,J=8Hz), 7.61(1H,d,J=8Hz), 7.78(2H,d,J=8Hz), 7.95(1H,d,J=8Hz), 8.28(2H,d,J=8Hz), 9.04(1H,d,J=8Hz), 9.40(1H,s) Example 102 The object compound was obtained according to a similar manner to that of Example 95.

MASS (m/z) : 543 (M+1) H-NMR (DMSO-d6) 6 : 3.02(1H,dd,J=5 and 15Hz), 3.46(1H,dd,J=7 and 15Hz), 3.76(3H,s), 5.88(1H,m), 7.03(1H,t,J=8Hz), 7.18(1H,t,J=8Hz), 7.23-7.26(2H,m), 7.32(2H,d,J=8Hz), 7.42(1H,d,J=8Hz), 7.58-7.62(3H,m), 7.77(2H,d,J=8Hz), 8.27(2H,d,J=8Hz), 9.07(1H,d,J=8Hz) Example 103 The object compound was obtained according to a similar manner to that of Example 95.

MASS (m/z) : 539 (M+1) H-NMR (DMSO-d6) d : 2.97(1H,dd,J=5 and 15Hz), 3.42(1H,dd,J=7 and 15Hz), 3.69(3H,s), 3.76(3H,s), 5.88(1H,m), 6.84(2H,d,J=8Hz), 7.03(1H,t,J=8Hz), 7.18(1H,t,J=8Hz), 7.26(2H,s), 7.42(1H,d,J=8Hz), 7.47(2H,d,J=8Hz), 7.60(1H,d,J=8Hz), 7.76(2H,d,J=8Hz), 8.27(2H,d,J=8Hz), 9.06(1H,d,J=8Hz) Example 104 The object compound was obtained according to a similar manner to that of Example 1.

MASS (m/z) : 447 (M+1) H-NMR (DMSO-d6) # : 2.54(3H,d,J=6Hz), 2.74(1H,dd,J=5 and 15Hz), 3.17(1H,dd,J=7 and 15Hz), 3.76(3H,s), 5.77(1H,m), 7.02(1H,t,J=8Hz), 7.17(1H,t,J=8Hz), 7.23(1H,s), 7.25(1H,s), 7.42(1H,d,J=8Hz), 7.59(1H,d,J=8Hz), 7.76(2H,d,J=8Hz), 7.90(1H,m), 8.27(2H,d,J=8Hz), 8.97(1H,d,J=8Hz) Example 105 The object compound was obtained according to a similar manner to that of Preparation 3.

MASS (m/z) : 491 (M+1) H-NMR (CDCl3) d : 2.83(3H,d,J=5Hz), 3.49-3.62(2H,m), 3.63(3H,s), 5.89(1H,q,J=7Hz), 6.57(1H,d,J=8Hz), 7.11-7.18(3H,m), 7.24(1H,dd,J=2 and 8Hz), 7.43(1H,m), 7.48(2H,d,J=8Hz), 7.58(1H,t,J=8Hz), 7.67(1H,m), 8.27(2H,d,J=8Hz), 8.56(1H,d,J=5Hz) Example 106 The object compound was obtained according to a similar manner to that of Preparation 3.

MASS (m/z) : 487 (M+1) H-NMR (CDC13) 6 : 2.81(3H,s), 3.56(2H,m), 3.64(3H,s), 5.90(1H,q,J=7Hz), 6.62(1H,d,J=8Hz), 6.90(1H,m), 6.96-7.02(2H,m), 7.12-7.17(3H,m), 7.43-7.49(3H,m), 7.57(1H,t,J=8Hz), 8.27(2H,d,J=8Hz), 8.53(1H,d,J=5Hz) Example 107 The object compound was obtained according to a similar manner to that of Preparation 3.

MASS (m/z) : 457 (M+1) H-NMR (CDCl3) 6 : 2.83(3H,d,J=5Hz), 3.56(2H,m), 3.62(3H,s), 5.91(1H,q,J=7Hz), 6.57(1H,t,J=7Hz), 6.65(1H,d,J=8Hz), 7.12-7.17(3H,m), 7.31(2H,t,J=8Hz), 7.43(2H,d,J=8Hz), 7.47(2H,d,J=8Hz), 7.56(1H,t,J=8Hz), 8.26(2H,d,J=8Hz), 8.53(1H,d,J=5Hz) Example 108 The object compound was obtained according to a similar manner to that of Preparation 3.

MASS (m/z) : 443 (M+1) H-NMR (CDCl3) # : 3.57(2H,m), 3.62(3H,s), 5.53(2H,br s), 5.93(1H,q,J=7Hz), 6.65(2H,m), 7.12-7.23(3H,m), 7.43(2H,t,J=8Hz), 7.48(2H,d,J=8Hz), 7.57(1H,t,J=8Hz), 8.27(2H,d,J=8Hz), 8.53(1H,d,J=5Hz) Example 109 The object compound was obtained according to a similar manner to that of Example 1. mp : 95-100°C MASS (m/z) : 467 (M+1) H-NMR (CDCl3) # : 3.29(3H,s), 3.38-3.52(2H,m), 5.68(1H,q,J=8Hz), 7.01(1H,s), 7.10-7.21(2H,m), 7.21-7.32(2H,m), 7.38-7.50(2H,m), 7.42(2H,d,J=8Hz), 7.62(2H,t,J=8Hz), 8.28(2H,d,J=8Hz), 8.37(1H,s), 8.48(1H,d,J=2Hz), 9.60(1H,s) Example 110 The object compound was obtained according to a similar manner to that of Example 1. amorphous solid MASS (m/z) : 494 (M+1) H-NMR (CDC13) # : 1.41(3H,t,J=8Hz), 3.30(3H,s), 3.48(2H,d,J=8Hz), 4.40(2H,q,J=8Hz), 5.70(1H,q,J=8Hz), 7.00-7.10(3H,m), 7.10-7.20(2H,m), 7.27-7.37(3H,m), 7.41(1H,d,J=8Hz), 7.61(1H,d,J=8Hz), 7.83(1H,d,J=8Hz), 8.07(2H,d,J=8Hz), 8.45(2H,d,J=8Hz), 9.71 (1H,s) Example 111 A solution of the starting compound (500 mg) in anhydrous THF (20 ml) was added dropwise with stirring to a solution of 1N LiAlH4 in THF (2.02 ml) maintained at -78°C. After the addition was complete, the suspension was stirred at -78°C for 30 minutes and then ethyl acetate (30 ml) was added dropwise. The mixture was allowed to warm to about 5°C and then water (30 ml) was added dropwise. The white solid was filtered and washed with ether, and the filtrate and washing were dried and concentrated to give a yellow oil. The oil was chromatographed on silica gel with chloroform as eluent to give the object compound (360 mg). amorphous solid MASS (m/z) : 452 (M+1) H-NMR (CDCl3) 6 : 3.20(3H,s), 3.43(2H,d,J=8Hz), 4.71(2H,s), 5.69(1H,q,J=8Hz), 6.98(1H,s), 7.09(2H,d,J=6Hz), 7.10-7.21(4H,m), 7.29(1H,t,J=8Hz), 7.38(2H,d,J=8Hz), 7.40(1H,d,J=8Hz), 7.64(1H,d,J=8Hz), 8.07(1H,d,J=8Hz), 8.42(2H,d,J=6Hz), 9.63(1H,s) Example 112 Oxalyl chloride (0.10 ml) in CH2Cl2 (20 ml) was placed in a three-necked flask equipped with two addition funnels and a stirrer.

Dimethyl sulfoxide (0.12 ml) in CH2Cl2 (10 ml) was placed in one addition funnel, and the other one contained a solution of the starting compound (310 mg) in CH2Cl2 (10 ml). The content of the flask was cooled to -60 "C and dimethyl sulfoxide was added over a period of 10 minutes. Stirring was continued for 20 minutes, followed by addition of the solution of the starting compound during 10 minutes. After the mixture was stirred at -60"C for 20 minutes, triethylamine (0.53 ml) was added over a period of 10 minutes. The cooling bath was removed and the suspension was allowed to warm to room temperature. Water (30 ml) was added, the yellow organic layer was separated, and the aqueous layer was extracted with chloroform.

The combined organic layer was dried and concentrated to give an orange-yellow liquid. This was chromatographed on silica gel with chloroform as eluent to give the object compound (190 mg). amorphous solid MASS (m/z) : 450 (M+1) H-NMR (DMSO-d6) 6 : 3.31(3H,s), 3.46(2H,d,J=8Hz), 5.69(1H,q,J=8Hz), 7.00(1H,s), 7.08(2H,d,J=6Hz), 7.13(1H,t,J=8Hz), 7.19(1H,s), 7.29(1H,t,J=8Hz), 7.34-7.59(3H,m), 7.63(2H,d,J=8Hz), 7.91(2H,d,J=8Hz), 8.49(2H,d,J=8Hz), 9.58(1H,s), 10.20(1H,s) Example 113 The starting compound (500 mg) was dissolved in methanol (20 ml) to which was added 1N NaOH (10.1 ml) and the mixture was stirred at room temperature for about 6 hours. The solvent was then evaporated and the residue was dissolved in a minimum amount of water. The solution was extracted with chloroform and the aqueous layer was acidified to pH 4 with concentrated HCl to give the object compound as an amorphous solid (320 mg).

MASS (m/z) : 466 (M+1) H-NMR (DMSO-d6) 8 : 3.40-3.53(2H,m), 3.64(3H,s), 5.70(1H,q,J=8Hz), 7.01(1H,t,J=8Hz), 7.17(1H,t,J=8Hz), 7.19(1H,s), 7.22(1H,s), 7.39(1H,d,J=8Hz), 7.41(2H,d,J=6Hz), 7.60(1H,d,J=8Hz), 7.60(2H,d,J=8Hz), 8.00(2H,d,J=8Hz), 8.42(2H,d,J=6Hz), 9.09(1H,d,J=8Hz) Example 114 The object compound was obtained according to a similar manner to that of Example 1. mp : 235-238°C MASS (m/z) : 494 (M+1) H-NMR (CDCl3) 6 : 1.40(3H,t,J=8Hz), 3.59(3H,s), 3.60-3.69(2H,m), 4.39(2H,q,J=8Hz), 6.04(1H,q,J=8Hz), 7.02(1H,s), 7.05-7.18(4H,m), 7.22(1H,d,J=8Hz), 7.30-7.42(3H,m), 7.50(1H,t,J=8Hz), 7.60(1H,d,J=2Hz), 8.00-8.12(3H,m), 8.52(1H,d,J=4Hz), 9.78(1H,s) Example 115 The object compound was obtained according to a similar manner to that of Example 111. mp : 124-129°C MASS (m/z) : 452 (M+1) H-NMR (CDCl3) # : 3.49(3H,s), 3.59-3.67(2H,m), 4.72(2H,s), 6.00(1H,q,J=8Hz), 6.90(1H,s), 7.02-7.18(4H,m), 7.18-7.30(3H,m), 7.36(1H,s), 7.38(2H,d,J=8Hz), 7.51(1H,t,J=8Hz), 7.61(1H,d,J=8Hz), 8.01(1H,d,J=8Hz), 8.51(1H,d,J=6Hz), 9.59(1H,s) Example 116 The object compound was obtained according to a similar manner to that of Example 113. amorphous solid MASS (m/z) : 466 (M+1) H-NMR (CDCl3+CD3OD) # : 4.20-4.30(1H,m), 4.31(3H,s), 4.37-4.49(1H,m), 6.55(1H,q,J=8Hz), 7.55(1H,t,J=8Hz), 7.65-7.73(2H,m), 7.79(1H,s), 7.81(1H,s), 7.82(1H,d,J=8Hz), 7.94(2H,d,J=8Hz), 7.94(1H,d,J=8Hz), 8.10(1H,d,J=8Hz), 8.15(1H,t,J=8Hz), 8.61(2H,d,J=8Hz), 9.01(1H,d,J=2Hz), 9.77(1H,d,J=8Hz), Example 117 The object compound was obtained according to a similar manner to that of Example 1. amorphous solid MASS (m/z) : 489 (M+1) H-NMR (CDCl3) # : 3.51(3H,s), 3.68-3.83(2H,m), 6.21(lH,q,J=8Hz), 7.00-7.10(2H,m), 7.14-7.50(10H,m), 7.59(1H,br s), 7.70(1H,br s), 7.90(1H,s), 8.50(1H,d,J=2Hz), 8.80(1H,d,J=8Hz) Example 118 The object compound was obtained according to a similar manner to that of Example 1. mp : 141-145°C MASS (m/z) : 481 (M+1) H-NMR (CDCl3) # : 2.60(3H,s), 3.30(3H,s), 3.48-3.65(2H,m), 5.70(1H,q,J=8Hz), 7.00(1H,s), 7.10(1H,s), 7.11-7.29(4H,m), 7.30(2H,d,J=8Hz), 7.40(1H,s), 7.46(1H,dd,J=8 and 2Hz), 7.61(1H,t,J=8Hz), 8.08(2H,d,J=8Hz), 8.43(1H,s), 9.67(1H,s) Example 119 A solution of the starting compound (420 mg) in ethanol (20 ml) - water (2 ml) was heated to 70"C. Powdered iron (484 mg) and one drop of concentrated hydrochloric acid were added. The mixture was stirred at 70"C for 1 hour, then allowed to cool to room temperature. The reaction mixture was filtered, concentrated, made basic with 1N sodium hydroxide solution and extracted three times with chloroform. The organic layer was washed with brine, dried over magnesium sulfate and concentrated. The residue was purified by silica gel column chromatography (chloroform/methanol=10/1) to give the object compound as an amorphous solid (380 mg).

MASS (m/z) : 451 (M+1) 'H-NMR (CDC13) 6 : 2.59(3H,s), 3.00(3H,s), 3.10-3.20(1H,m), 3.31-3.41(1H,m), 3.61(2H,br s), 5.41-5.53(1H,m), 6.57(2H,d,J=8Hz), 6.81(2H,d,J=8Hz), 7.01(1H,s), 7.09-7.17(2H,m), 7.20(1H,d,J=8Hz), 7.23(1H,t,J=8Hz), 7.39(1H,d,J=8Hz), 7.48(1H,d,J=8Hz), 7.62(1H,d,J=8Hz), 7.80(1H,d,J=8Hz), 8.40(1H,s), 9.51(1H,s) Example 120 The object compound was obtained according to a similar manner to that of Example 63. amorphous solid MASS (m/z) : 523 (M+1) H-NMR (CDC13) 6 : 1.28(3H,t,J=8Hz), 2.50(3H,s), 3.03(3H,s), 3.28-3.49(2H,m), 4.20(2H,q,J=8Hz), 5.61(1H,q,J=8Hz), 6.99(2H,d,J=8Hz), 7.01-7.30(8H,m), 7.37(1H,d,J=8Hz), 7.41(1H,d,J=8Hz), 7.58(1H,d,J=8Hz), 8.38(1H,s), 8.39(1H,s) Example 121 The object compound was obtained according to a similar manner to that of Example 61. amorphous solid MASS (m/z) : 607 (M+1) H-NMR (CDC13) # : 2.58(3H,s), 2.98(3H,s), 3.12-3.49(1H,m), 3.39(6H,s), 3.47-3.60(1H,m), 5.52-5.63(1H,m), 7.03(1H,s), 7.09-7.21(8H,m), 7.38(1H,d,J=8Hz), 7.41(1H,dd,J=8 and 2Hz), 7.59(1H,d,J=8Hz), 8.30(1H,d,J=8Hz), 8.40(1H,s) Example 122 The object compound was obtained according to a similar manner to that of Example 1. mp : 147-1520C MASS (m/z) : 447 (M+1) H-NMR (CDC13) # : 3.58(3H,s), 3.60-3.70(2H,m), 6.00-6.18(1H,m), 7.02(1H,s), 7.07-7.18(4H,m), 7.19-7.29(1H,m), 7.38(1H,s), 7.39(2H,d,J=8Hz), 7.49(1H,t,J=8Hz), 7.62(1H,d,J=8Hz), 7.68(2H,d,J=8Hz), 8.11(1H,d,J=8Hz), 8.51(1H,d,J=2Hz), 9.85(1H,s) Example 123 A solution of the starting compound (852 mg) in anhydrous THF (40 ml) was added dropwise with stirring to a solution of 1N LiAlH4 in THF (4.78 ml) maintained at -78°C. After the addition was complete, the suspension was stirred at -78°C for 30 minutes and then ethyl acetate (60 ml) was added dropwise. The mixture was allowed to warm to about 5°C and then water (60 ml) was added dropwise. The white solid was filtered and washed with ether, and the filtrate and washings were dried and concentrated to give a yellow oil. The oil was chromatographed on silica gel with chloroform as eluent to give the object compound (470 mg). amorphous solid MASS (m/z) : 451 (M+1) H-NMR (CDCl3+CD3OD) d : 3.38-3.61(2H,m), 3.54(3H,s), 3.90(2H,s), 5.91(1H,t,J=8Hz), 6.97(1H,s), 7.04-7.20(4H,m), 7.20-7.30(4H,m), 7.30-7.43(3H,m), 7.59(1H,t,J=8Hz), 7.62(1H,d,J=8Hz), 8.50(1H,d,J=2Hz) Example 124 The object compound was obtained according to a similar manner to that of Example 63. amorphous solid MASS (m/z) : 523 (M+1) H-NMR (CDC13+CD30D) 6 : 1.27(3H,t,J=8Hz), 3.43-3.52(2H,m), 3.51(3H,s), 4.11(2H,q,J=8Hz), 4.34(2H,s), 5.90(1H,t,J=8Hz), 6.97(1H,s), 7.07-7.30(7H,m), 7.30-7.43(4H,m), 7.59(1H,t,J=8Hz), 7.63(1H,d,J=8Hz), 8.50(1H,d,J=2Hz) Example 125 The object compound was obtained according to a similar manner to that of Example 61. amorphous solid MASS (m/z) : 529 (M+1) H-NMR (CDC13) # : 2.82(3 x 1/4H,s), 2.96(3 x 3/4H,s), 3.33(3 x 3/4H,s), 3.42(3 x 1/4H,s), 3.48-3.70(2H,m), 4.38(2H,s), 6.00(1H,q,J=8Hz), 6.28(1 x 3/4H,s), 6.40(1 x 1/4H,s), 6.90-7.17(5H,m), 7.17-7.33(5H,m), 7.33-7.57(2H,m), 7.57-7.68(1H,m), 8.38-8.61(2H,m) Example 126 The object compound was obtained according to a similar manner to that of Preparation 5. amorphous solid MASS (m/z) : 493 (M+1) 'H-NMR (CDCl3) # : 3.00(3H,s), 3.12(3H,s), 3.55(3H,s), 3.60-3.72(2H,m), 6.09(1H,q,J=8Hz), 7.01(1H,s), 7.02-7.13(4H,m), 7.18-7.32(3H,m), 7.38(1H,d,J=8Hz), 7.40-7.52(3H,m), 7.61(1H,d,J=8Hz), 8.30(1H,d,J=8Hz), 8.51(1H,d,J=8Hz) Example 127 To a stirred solution of the starting compound (300 mg) and 1- hydroxybenzotriazole (88 mg) in anhydrous dichloromethane (20 ml) at 5"C was added 1 -(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (124 mg). The mixture was stirred at 5"C for 30 minutes and then NH3 gas was bubbled for 15 minutes. The mixture was warmed to 25"C and stirred overnight. The mixture was poured into a saturated sodium hydrogencarbonate solution and extracted with chloroform. The organic layer was washed with brine, dried, and concentrated. Silica gel column chromatographic purification (chloroform/methanol=30/1) gave the object compound (120 mg). mp : 155-160"C MASS (m/z) : 463 (M-1) H-NMR (DMSO-d6) 6 : 3.42-3.57(1H,m), 3.57-3.65(1H,m), 3.70(3H,s), 5.91(1H,q,J=8Hz), 7.01(1H,t,J=8Hz), 7.10(1H,s), 7.16(2H,t,J=8Hz), 7.23(1H,s), 7.30-7.48(3H,m), 7.51(2H,d,J=8Hz), 7.60(2H,t,J=8Hz), 7.92(2H,d,J=8Hz), 8.02(1H,br s), 8.50(1H,d,J=2Hz), 9.08(1H,d,J=8Hz) Example 128 The object compound was obtained according to a similar manner to that of Preparation 5. mp : 189-193"C MASS (m/z) : 479 (M+1) H-NMR (CDCl3+CD30D) 6 : 2.70(3H,s), 3.30(2H,d,J=8Hz), 3.31(3H,s), 5.68(1H,t,J=8Hz), 6.80(1H,s), 6.84(1H,t,J=8Hz), 6.90(1H,s), 6.92-7.02(3H,m), 7.10-7.20(3H,m), 7.40(2H,d,J=8Hz), 7.61(2H,d,J=8Hz), 8.22(1H,d,J=2Hz) Example 129 The object compound was obtained according to a similar manner to that of Example 1 except that a mixture of dichloromethane and dimethylformamide was used instead of dichloromethane. mp : 233-235"C MASS (m/z) : 468 (M+1) H-NMR (DMSO-d6) 6 : 3.48-3.60(1H,m), 3.61-3.72(1H,m), 3.77(3H,s), 6.00(1H,q,J=8Hz), 7.01(1H,t,J=8Hz), 7.18(1H,t,J=8Hz), 7.23(1H,s), 7.28(1H,s), 7.40(1H,d,J=8Hz), 7.51(1H,d,J=6Hz), 7.59(1H,d,J=8Hz), 7.78(2H,d,J=8Hz), 8.28(2H,d,J=8Hz), 8.63(1H,d,J=4Hz), 9.09(1H,s), 9.12(1H,d,J=8Hz) Example 130 The object compound was obtained according to a similar manner to that of Example 1. mp : 235-237°C MASS (m/z) : 466 (M+1) H-NMR (CDCl3) d : 1.40(3H,t,J=8Hz), 3.51(3H,s), 3.58-3.68(2H,m), 3.92-4.08(2H,m), 6.09(1H,q,J=8Hz), 6.73-6.90(3H,m), 7.00(1H,s), 7.01-7.12(4H,m), 7.18-7.30(2H,m), 7.31-7.40(1H,m), 7.45(1H,t,J=8Hz), 7.60(1H,d,J=8Hz), 8.29(1H,d,J=8Hz), 8.50(1H,d,J=2Hz) Example 131 The object compound was obtained according to a similar manner to that of Example 1. mp : 255-257°C MASS (m/z) : 528 (M+1) H-NMR (DMSO-d6) 6 : 3.40-3.52(1H,m), 3.53-3.63(1H,m), 3.58(3H,s), 5.11(3H,s), 5.89(1H,q,J=8Hz), 6.90(1H,s), 7.01(1H,t,J=8Hz), 7.09(2H,d,J=8Hz), 7.18(2H,d,J=8Hz), 7.24(1H,s), 7.30-7.50(9H,m), 7.58-7.68(2H,m), 8.49(1H,d,J=2Hz), 9.01(1H,d,J=8Hz) Example 132 To a solution of the starting compound (970 mg) and methanol (50 ml) in 70 ml of THF was added Pd/C (10%, 300 mg). The resulting mixture was stirred under hydrogen at 25°C for 16 hours. The catalyst was filtered off, and the filtrate was concentrated to give an oil. The oil was chromatographed on silica gel with chloroform as eluent to give the object compound (780 mg). amorphous solid MASS (m/z) : 438 (M+1) H-NMR (CDC13+CD30D) 6 : 3.48-3.58(2H,m), 3.50(3H,s), 5.88(1H,t,J=8Hz), 6.88(2H,d,J=8Hz), 6.90(1H,s), 7.07-7.19(4H,m), 7.19-7.30(3H,m), 7.41(1H,d,J=8Hz), 7.60-7.70(2H,m), 8.49(1H,d,J=4Hz) Example 133 Acetic anhydride (52 mg) was added to a stirred solution of the starting compound (150 mg) and pyridine (81 mg) in methylene chloride/N,N-dimethylformamide (10:1, 22 ml) at 5"C. The reaction mixture was allowed to warm to room temperature and stirred overnight.

The mixture was concentrated in vacuo and the residue was taken up in ethyl acetate and washed with brine. The organic layer was dried and concentrated to give a solid. The solid was chromatographed on silica gel with chloroform as eluent to give the object compound (110 mg). mp : 227-230"C MASS (m/z) : 480 (M+1) 'H-NMR (DMSO-d6) 6 : 2.24(3H,s), 3.41-3.52(1H,m), 3.53-3.63(1H,m), 3.62(3H,s), 5.90(1H,q,J=8Hz), 7.00(1H,s), 7.00(1H,t,J=8Hz), 7.11-7.28(5H,m), 7.32(1H,d,J=8Hz), 7.38(1H,d,J=8Hz), 7.47(2H,d,J=8Hz), 7.59(1H,d,J=8Hz), 7.62(1H,t,J=8Hz), 8.49(1H,d,J=8Hz), 9.01(1H,d,J=8Hz) Example 134 The object compound was obtained according to a similar manner to that of Example 133. solid lH-NMR (CDCl3) 6 : 3.46(3H,s), 3.80-4.00(2H,m), 5.92(1H,t,J=8Hz), 6.80(2H,d,J=8Hz), 6.88(1H,s), 7.12-7.29(4H,m), 7.30-7.50(3H,m), 7.55(1H,t,J=8Hz), 7.70(1H,t,J=8Hz), 7.77(1H,d,J=8Hz), 7.80(1H,d,J=8Hz), 8.31(1H,d,J=8Hz), 9.62(1H,s) Example 135 Trimethylsilyldiazomethane (2.0M hexane solution, 0.34 ml) was added to a stirred solution of the starting compound (150 mg) and N,N- diisopropylethylamine (87 mg) in methanol-acetonitrile (1:9, 10 ml) at room temperature. The mixture was stirred overnight at room temperature, and concentrated in vacuo. The residue was taken up in ethyl acetate and washed with brine. The organic layer was dried and concentrated to give a solid. The solid was chromatographed on silica gel with chloroform as eluent to give the object compound (100 mg). mp : 250"C (dec.) MASS (m/z) : 452 (M+1) H-NMR (DMSO-d6) 6 : 3.41-3.51(1H,m), 3.52-3.62(1H,m), 3.59(3H,s), 3.79(3H,s), 5.89(1H,q,J=8Hz), 6.90(1H,s), 7.00(2H,d,J=8Hz), 7.02(1H,t,J=8Hz), 7.18(2H,t,J=8Hz), 7.22(1H,s), 7.31(2H,d,J=8Hz), 7.32-7.40(2H,m), 7.58-7.68(2H,m), 8.49(1H,d,J=2Hz), 9.01(1H,d,J=8Hz) Example 136 The object compound was obtained according to a similar manner to that of Example 1. mp : 210-215"C MASS (m/z) : 406 (M+1) H-NMR (DMSO-d6) 6 : 3.78(3H,s), 3.90-4.02(1H,m), 5.01(1H,t,J=8Hz), 5.40(1H,q,J=8Hz), 7.02(1H,t,J=8Hz), 7.19(1H,t,J=8Hz), 7.28(1H,s), 7.29(1H,s), 7.41(1H,d,J=8Hz), 7.60(1H,d,J=8Hz), 7.80(2H,d,J=8Hz), 8.29(2H,d,J=8Hz), 8.81(1H,d,J=8Hz) Example 137 The object compound was obtained according to a similar manner to that of Example 1 except that a mixture of dichloromethane and dimethylformamide was used instead of dichloromethane. mp : 115-120"C MASS (m/z) : 510 (M+1) 1H-NMR (CDCl3) # : 3.78(3H,s), 4.74-4.82(1H,m), 4.88-4.95(1H,m), 5.90-6.02(1H,m), 7.02(1H,s), 7.11(1H,t,J=8Hz), 7.28(1H,s), 7.40(3H,t,J=8Hz), 7.51(2H,d,J=8Hz), 7.53(1H,t,J=8Hz), 7.63(1H,d,J=8Hz), 7.81(1H,d,J=8Hz), 7.97(2H,d,J=8Hz), 8.30(2H,d,J=8Hz), 9.40(1H,s) Example 138 Acetic anhydride (112 mg) was added to a stirred solution of the starting compound (150 mg) and pyridine (75 mg) in methylene chloride/N,N-dimethylformamide (10:1, 22 ml) at 5°C. The reaction mixture was allowed to warm to room temperature and stirred overnight.

The mixture was concentrated in vacuo and the residue was taken up in ethyl acetate and washed with brine. The organic layer was dried and concentrated to give a solid. The solid was chromatographed on silica gel with chloroform as eluent to give the object compound (165 mg). mp : 110-115°C MASS (m/z) : 448 (M+1) H-NMR (DMSO-d6) 6 : 2.00(3H,s), 3.70(3H,s), 4.50-4.60(1H,m), 4.63-4.72(1H,m), 5.68-5.78(1H,m), 7.03(1H,t,J=8Hz), 7.20(1H,t,J=8Hz), 7.28(1H,s), 7.31(1H,s), 7.42(1H,d,J=8Hz), 7.60(1H,d,J=8Hz), 7.79(2H,d,J=8Hz), 8.29(2H,d,J=8Hz), 9.05(1H,d,J=8Hz) Example 139 The object compound was obtained according to a similar manner to that of Example 1. mp : 220-223°C MASS (m/z) : 466 (M+1) 'H-NMR (CDCl3+CD30D) # : 3.40-3.60(2H,m), 3.51(3H,s), 5.90(1H,t,J=8Hz), 6.00(2H,s), 6.70-6.80(2H,m), 6.88(1H,d,J=8Hz), 6.91(1H,s), 7.09-7.21(4H,m), 7.29(1H,t,J=8Hz), 7.41(lH,d,J=8Hz), 7.59(1H,t,J=8Hz), 7.69(1H,d,J=8Hz), 8.50(1H,d,J=2Hz) Example 140 The object compound was obtained according to a similar manner to that of Example 1. mp : 125-130°C MASS (m/z) : 418 (M-1) 'H-NMR (CDCl3) 6 : 3.31(3H,s), 3.78(3H,s), 3.98(2H,d,J=8Hz), 5.61(1H,q,J=8Hz), 7.02(1H,t,J=8Hz), 7.19(1H,t,J=8Hz), 7.29(1H,s), 7.42(1H,d,J=8Hz), 7.51(1H,d,J=8Hz), 7.79(2H,d,J=8Hz), 8.29(2H,d,J=8Hz), 8.91(1H,d,J=8Hz) Example 141 The object compound was obtained according to a similar manner to that of Example 1. mp : 115-120°C MASS (m/z) : 496 (M+1) 'H-NMR (DMSO-d6) d : 3.71(3H,s), 4.08(2H,d,J=8Hz), 4.58(1H,d,J=10Hz), 4.62(1H,d,J=10Hz), 5.70(1H,q,J=8Hz), 7.02(1H,t,J=8Hz), 7.19(1H,t,J=8Hz), 7.21-7.33(7H,m), 7.42(1H,d,J=8Hz), 7.60(1H,d,J=8Hz), 7.79(2H,d,J=8Hz), 8.29(2H,d,J=8Hz), 8.99(1H,d,J=8Hz) Example 142 The object compound was obtained according to a similar manner to that of Example 1. mp : 180C (dec.) MASS (m/z) : 456 (M+1) 'H-NMR (CDCl3) 6 : 3.20-3.42(2H,m), 3.70(3H,s), 5.62(1H,q,J=8Hz), 6.73(1H,s), 7.01(1H,t,J=8Hz), 7.18(1H,t,J=8Hz), 7.28(1H,s), 7.30(1H,s), 7.40(1H,d,J=8Hz), 7.50(1H,s), 7.60(1H,d,J=8Hz), 7.73(2H,d,J=8Hz), 8.28(2H,d,J=8Hz), 9.00(1H,d,J=8Hz) Example 143 The object compound was obtained according to a similar manner to that of Example 1. amorphous solid MASS (m/z) : 510 (M+1) 'H-NMR (DMSO-d6) # : 3.00-3.12(2H,m), 3.45-3.58(1H,m), 3.77(3H,s), 5.85-5.98(1H,m), 7.02(1H,t,J=8Hz), 7.20(1H,t,J=8Hz), 7.30(2H,s), 7.58(2H,d,J=6Hz), 7.60(1H,d,J=8Hz), 7.78(2H,d,J=8Hz), 8.29(2H,d,J=8Hz), 8.40(2H,d,J=6Hz), 9.10(1H,d,J=8Hz) Example 144 The object compound was obtained according to a similar manner to that of Example 1. mp : 145-150°C MASS (m/z) : 501 (M-1) H-NMR (DMSO-d6) 6 : 2.90-3.00(1H,m), 3.23-3.40(1H,m), 3.42-3.70(8H,m), 3.80(3H,s), 5.78-5.88(1H,m), 7.01(1H,t,J=8Hz), 7.19(1H,t,J=8Hz), 7.22(1H,s), 7.25(1H,s), 7.41(1H,d,J=8Hz), 7.60(1H,d,J=8Hz), 7.77(2H,d,J=8Hz), 8.29(2H,d,J=8Hz), 9.00(1H,d,J=8Hz) Example 145 The object compound was obtained according to a similar manner to that of Example 1. mp : 245-250°C MASS (m/z) : 456.5 (M+1) 'H-NMR (CDCl3) 6 : 3.39-3.51(1H,m), 3.52-3.61(lH,m), 3.60(3H,s), 5.90(1H,q,J=8Hz), 7.01(1H,t,J=8Hz), 7.03(1H,s), 7.16(2H,t,J=8Hz), 7.26(1H,s), 7.30-7.40(3H,m), 7.41-7.53(3H,m), 7.58-7.71(2H,m), 8.50(1H,d,J=2Hz), 9.03(1H,d,J=8Hz) Example 146 Butyl iodide (120 mg) was added to a stirred solution of the starting compound (190 mg) and potassium carbonate (178 mg) in N,N- dimethylformamide (10 ml) at 5°C. The reaction mixture was allowed to warm to room temperature and stirred for 4 hours. The mixture was poured into water and extracted with ethyl acetate and washed with brine. The organic layer was dried and concentrated to give a solid.

The solid was chromatographed on silica gel with chloroform as eluent to give the object compound (110 mg). mp : 236-2400C MASS (m/z) : 494 (M+1) 1H-NMR (CDCl3) # : 0.92(3H,t,J=8Hz), 1.38-1.50(2H,m), 1.62-1.73(2H,m), 3.40-3.52(1H,m), 3.52-3.63(1H,m), 3.60(3H,s), 4.00(2H,t,J=8Hz), 5.89(1H,q,J=8Hz), 6.90(1H,s), 6.93-7.05(3H,m), 7.16(2H,t,J=8Hz), 7.24(1H,s), 7.19-7.41(4H,m), 7.57-7.68(2H,m), 8.50(1H,d,J=2Hz), 9.01 (1H,d,J=2Hz) Example 147 The object compound was obtained according to a similar manner to that of Example 1. mp : 215-2200C MASS (m/z) : 473 (M+1) 'H-NMR (CDC13) # : 3.43-3.70(2H,m), 3.74(3H,s), 5.98(1H,q,J=8Hz), 7.02(1H,t,J=8Hz), 7.10-7.21(3H,m), 7.29(1H,s), 7.39(2H,t,J=8Hz), 7.51-7.71(3H,m), 7.83(1H,d,J=8Hz), 8.00-8.10(2H,m), 8.39(1H,d,J=8Hz), 8.50(1H,d,J=8Hz), 8.90(1H,d,J=2Hz), 9.10(1H,d,J=8Hz) Example 148 The object compound was obtained according to a similar manner to that of Example 1 except that dimethylformamide was used instead of d ichloromethane. mp : 120-125°C MASS (m/z) : 553 (M+1) 1H-NMR (DMSO-d6) # : 2.91-3.02(1H,m), 3.38-3.49(1H,m), 3.80(3H,s), 5.89(1H,q,J=8Hz), 5.95(2H,s), 6.81(1H,d,J=8Hz), 6.94(1H,d,J=8Hz), 7.02(1H,t,J=8Hz), 7.20(1H,t,J=8Hz), 7.24(3H,s), 7.41(1H,d,J=8Hz), 7.60(1H,d,J=8Hz), 7.78(2H,d,J=8Hz), 8.29(2H,d,J=8Hz), 9.08(1H,d,J=8Hz) Example 149 The object compound was obtained according to a similar manner to that of Example 1. oil MASS (m/z) : 538 (M+1) 'H-NMR (CDCl3) 6 : 1.21(3H,t,J=8Hz), 3.18-3.28(1H,m), 3.40-3.51(1H,m), 4.20(2H,q,J=8Hz), 5.07(1H,d,J=15Hz), 5.09(1H,d,J=15Hz), 5.90-6.02(1H,m), 6.99(1H,s), 7.09-7.20(2H,m), 7.21-7.45(6H,m), 7.51(2H,d,J=8Hz), 7.61(1H,d,J=8Hz), 7.80(1H,d,J=8Hz), 8.30(2H,d,J=8Hz), 9.40(1H,s) Example 150 The object compound was obtained according to a similar manner to that of Example 73. mp : 150-160"C MASS (m/z) : 448 (M+1) 'H-NMR (DMSO-d6) 6 : 1.13(3H,t,J=8Hz), 2.88-2.99(1H,m), 3.30-3.40(1H,m), 4.10-4.28(1H,m), 4.28-4.41(lH,m), 5.79(1H,q,J=8Hz), 7.00(1H,t,J=8Hz), 7.19(1H,t,J=8Hz), 7.22(1H,s), 7.27-7.33(1H,m), 7.41(1H,d,J=8Hz), 7.60(1H,d,J=8Hz), 7.79(2H,d,J=8Hz), 8.30(2H,d,J=8Hz), 9.09(1H,d,J=8Hz) Example 151 The object compound was obtained according to a similar manner to that of Example 1.

MASS (m/z) : 523 (M+1) 'H-NMR (CDCl3) # : 1.22(3H,t,J=7Hz), 3.33(2H,d,J=7Hz), 4.22(2H,q,J=7Hz), 6.10(1H,q,J=7Hz), 7.02-7.12(4H,m), 7.21-7.23(2H,m), 7.37-7.45(5H,m), 7.57(1H,d,J=8Hz), 8.18(1H,m), 8.23(2H,d,J=8Hz), 8.57(1H,br s), 9.83(1H,br s) Example 152 The object compound was obtained according to a similar manner to that of Example 1.

MASS (m/z) : 553 (M+1) 'H-NMR (CDCl3) 6 : 1.26(3H,t,J=7Hz), 3.29(2H,d,J=7Hz), 3.73(3H,s), 4.23(2H,q,J=7Hz), 6.05(1H,q,J=7Hz), 6.77(2H,d,J=8Hz), 7.05-7.12(3H,m), 7.33-7.41(5H,m), 7.58(1H,m), 8.23(2H,d,J=8Hz), 8.32(1H,m), 8.42(1H,br s), 9.73(1H,br s) Example 153 The object compound was obtained according to a similar manner to that of Example 1.

MASS (m/z) : 567 (M+1) 'H-NMR (CDCl3) # : 1.47(3H,t,J=7Hz), 3.53(2H,d,J=7Hz), 4.46(2H,t,J=7Hz), 6.09(2H,s), 6.29(1H,q,J=7Hz), 6.85(1H,d,J=8Hz), 6.98(1H,d,J=8Hz), 7.31-7.38(2H,m), 7.49(3H,m), 7.59-7.66(3H,m), 7.81(1H,d,J=8Hz), 8.48(2H,d,J=8Hz), 8.88(1H,br s) Example 154 The object compound was obtained according to a similar manner to that of Example 1. mp : 125-130°C MASS (m/z) : 502 (M+1) 'H-NMR (DMSO-d6) d : 1.09(3H,t,J=8Hz), 3.42-3.52(1H,m), 3.54-3.64(1H,m), 4.00-4.11(lH,m), 4.20-4.31(1H,m), 5.91(1H,q,J=8Hz), 7.01(1H,t,J=8Hz), 7.03(1H,s), 7.10-7.20(3H,m), 7.28(1H,s), 7.32-7.40(2H,m), 7.52-7.69(2H,m), 7.53(2H,d,J=8Hz), 7.73(2H,d,J=8Hz), 7.80(1H,s), 8.31(1H,s), 8.50(1H,d,J=4Hz), 9.10(1H,d,J=8Hz) Example 155 The object compound was obtained according to a similar manner to that of Example 1. mp : 140-145°C MASS (m/z) : 480 (M+1) 'H-NMR (DMSO-d6) # : 1.01(3H,t,J=8Hz), 1.37(3H,t,J=8Hz), 3.41-3.51(1H,m), 3.52-3.63(1H,m), 3.89-4.22(2H,m), 4.02(2H,q,J=8Hz), 5.89(1H,q,J=8Hz), 6.88(1H,s), 6.94-7.00(3H,m), 7.17(2H,t,J=8Hz), 7.22-7.36(4H,m), 7.40(1H,d,J=8Hz), 7.58-7.68(2H,m), 8.50(1H,d,J=2Hz), 9.08(1H,d,J=8Hz) Example 156 The object compound was obtained according to a similar manner to that of Example 1. mp : 255-260°C MASS (m/z) : 507 (M+1) 'H-NMR (DMSO-d6) # : 3.10-3.18(4H,m), 3.40-3.51(1H,m), 3.52-3.63(1H,m), 3.59(3H,s), 3.69-3.80(4H,m), 5.88(1H,q,J=8Hz), 6.89(1H,s), 6.95-7.07(3H,m), 7.18(2H,t,J=8Hz), 7.22(1H,s), 7.27(2H,d,J=8Hz), 7.31(1H,d,J=8Hz), 7.39(1H,d,J=8Hz), 7.59(1H,t,J=8Hz), 7.61(1H,t,J=8Hz), 8.49(1H,d,J=2Hz), 9.00(1H,d,J=8Hz) Example 157 To a suspension of the starting compound (244 mg) in methanol (10 ml) was added 10% hydrogen chloride/methanol (1 ml). The mixture was evaporated and the residue was dried in vacuo to give the object compound as a pale yellow amorphous powder (275 mg).

MASS (ESI) (m/z) : 488 (free, M+H)+ 'H-NMR (DMSO-d6,300MHz)& : 3.82-4.05(2H,m), 3.91(3H,s), 6.04-6.18(1H,m), 6.98-7.10(1H,m), 7.15-7.25(1H,m), 7.32-7.45(2H,m), 7.48-7.74(2H,m), 7.78-7.85(1H,m), 7.88(2H,d,J=8Hz), 7.92-8.01(2H,m), 8.04(2H,d,J=8Hz), 8.07-8.18(1H,m), 8.40(1H,s), 8.71(1H,d,J=5Hz), 9.78(1H,br d,J=8Hz), 9.88(1H,s), 10.50(1H,br s) Example 158 The object compound was obtained according to a similar manner to that of Example 1. mp : 235-236°C MASS (ESI) (m/z) : 501 (M-H)- 'H-NMR (DMSO-d6,300MHz) # : 1.08(3H,t,J=7Hz), 3.51-3.62(2H,m), 3.98-4.30(2H,m), 5.80-5.95(1H,m), 7.03(1H,s), 7.12(1H,s), 7.15-7.37(4H,m), 7.46-7.77(7H,m), 7.81(1H,s), 8.32(1H,s), 8.51(1H,d,J=5Hz), 9.16(1H,br d,J=8Hz), 10.50(1H,br s) Example 159 The object compound was obtained according to a similar manner to that of Example 1. mp : 255-260°C (dec.) MASS (ESI) (m/z) : 521 (M+H)+ 'H-NMR (DMSO-d6,300MHz) # : 1.04(3H,t,J=7Hz), 3.08-3.19(4H,m), 3.39-3.64(2H,m), 3.67-3.79(4H,m), 3.87-4.23(2H,m), 5.80-5.95(1H,m), 6.81-7.69(13H,m), 8.48(1H,d,J=5Hz), 9.06(1H,br d,J=8Hz), 10.50(1H,br s) Example 160 The object compound was obtained according to a similar manner to that of Example 1.

MASS (ESI) (m/z) : 516 (M+H)+ 1H-NMR (DMSO-d6,300MHz) # : 0.64(3H,t,J=7Hz), 1.31-1.55(2H,m), 3.41-3.67(2H,m), 3.90-4.28(2H,m), 5.86-6.00(1H,m), 6.97-7.21(5H,m), 7.27(1H,s), 7.29-7.42(2H,m), 7.53(2H,d,J=8Hz), 7.55-7.68(2H,m), 7.73(2H,d,J=8Hz), 7.81(1H,s), 8.32(1H,s), 8.49(1H,d,J=5Hz), 9.09(1H,br d,J=8Hz), 10.50(1H,br s) Example 161 The object compound was obtained according to a similar manner to that of Example 1. mp : 209-210°C (dec.) MASS (ESI) (m/z) : 489 (M+H)+ 'H-NMR (DMSO-d6,300MHz) # & : 3.41-3.66(2H,m), 3.68(3H,s), 5.84-5.99(1H,m), 6.96-7.07(1H,m), 7.10(1H,s), 7.11-7.21(2H,m), 7.25(1H,s), 7.30-7.42(2H,m), 7.54-7.69(2H,m), 7.62(2H,d,J=8Hz), 7.93(2H,d,J=8Hz), 8.26(1H,s), 8.49(1H,d,J=5Hz), 9.05(1H,br d,J=8Hz), 9.34(1H,s), 10.50(1H,br s) Example 162 The object compound was obtained according to a similar manner to that of Example 1. mp : 227-228°C (dec.) MASS (ESI) (m/z) : 503 (M+H)+ 'H-NMR (DMSO-d6,300MHz) # : 1.08(3H,t,J=7Hz), 3.42-3.67(2H,m), 3.99-4.35(2H,m), 5.84-6.00(1H,m), 6.95-7.05(1H,m), 7.05(1H,s), 7.11-7.22(2H,m), 7.26(1H,s), 7.29-7.41(2H,m), 7.54-7.70(4H,m), 7.93(2H,d,J=8Hz), 8.26(1H,s), 8.49(1H,d,J=5Hz), 9.10(1H,br d,J=8Hz), 9.34(1H,s), 10.50(1H,br s) Example 163 The object compound was obtained according to a similar manner to that of Example 1. mp : 240-243°C MASS (m/z) : 505 (M+1) 'H-NMR (DMSO-d6) # : 2.49-2.68(6H,m), 3.13-3.23(4H,m), 3.42-3.51(1H,m), 3.52-3.60(1H,m), 3.58(3H,s), 5.89(1H,q,J=8Hz), 6.85(1H,s), 6.98(2H,d,J=8Hz), 7.01(1H,t,J=8Hz), 7.11-7.29(5H,m), 7.31(lH,d,J=8Hz), 7.39(1H,d,J=8Hz), 7.59(1H,d,J=8Hz), 7.61(1H,t,J=8Hz), 8.49(1H,d,J=2Hz), 9.00(1H,d,J=8Hz) Example 164 The object compound was obtained according to a similar manner to that of Example 1. pale yellow amorphous solid MASS (m/z) : 565 (M+H)+ 1H-NMR (CDC13) # : 2.81(3H,s), 3.26(1H,dd,J=12.0 and 9.0Hz), 3.46(1H,dd,J=12.0 and 6.0Hz), 5.49(1H,m), 6.97-7.06(4H,m), 7.10(2H,d,J=7.5Hz), 7.13-7.30(6H,m), 7.36(1H,d,J=7.5Hz), 7.50(2H,d,J=7.5Hz), 7.48-7.58(1H,m), 7.63(1H,d,J=7.5Hz) Example 165 The object compound was obtained according to a similar manner to that of Preparation 5. orange amorphous solid MASS (m/z) : 453 (M+H)+ 'H-NMR (CDCl3-CD3OD) # : 3.50-3.60(2H,m), 5.68(1H,t,J=7.0Hz), 7.11(1H,s), 7.11-7.38(5H,m), 7.40(1H,d,J=7.5Hz), 7.61-7.70(2H,m), 7.78-7.89(2H,m), 8.23(2H,d,J=7.5Hz), 8.50(1H,m) Example 166 The object compound was obtained according to a similar manner to that of Preparation 5. yellow amorphous solid MASS (m/z) : 609 (M+H)+ 'H-NMR (CDC13) 6 : 3.53-3.67(2H,m), 3.61(3H,s), 5.76-5.86(1H,m), 6.93-7.61(12H,m), 7.10(1H,s), 7.32(2H,d,J=7.5Hz), 7.77(1H,d,J=7.5Hz), 7.91(1H,d,J=7.5Hz), 8.25(2H,d,J=7.5Hz), 8.53(1H,m) Example 167 The object compound was obtained according to a similar manner to that of Example 1. yellow amorphous solid MASS (m/z) : 581 (M+H)+ 'H-NMR (CDCl3) # : 1.09(3H,t,J=7.0Hz), 3.32(1H,dd,J=14.5 and 5.5Hz), 3.45(1H,dd,J=14.5 and 7.5Hz), 3.64(3H,s), 4.16(2H,q,J=7.0Hz), 6.01(1H,m), 6.81(1H,s), 7.03-7.12(2H,m), 7.20-7.59(8H,m), 7.51(2H,d,J=7.5Hz), 8.30(2H,d,J=7.5Hz), 8.51(1H,s), 9.31(1H,br s) Example 168 The object compound was obtained according to a similar manner to that of Example 73. off-white solid mp : 189-191°C MASS (m/z) : 551 (M-H)+ 1H-NMR (DMSO-d6) # : 3.10(1H,dd,J=14.5 and 7.5Hz), 3.47(1H,dd,J=14.5 and 7.5Hz), 3.57(3H,s), 5.83(1H,q,J=7.5Hz), 6.97-7.07(2H,m), 7.19(1H,t,J=7.5Hz), 7.25-7.30(3H,m), 7.41(1H,d,J=7.5Hz), 7.59(2H,d,J=7.5Hz), 7.61(1H,d,J=7.5Hz), 7.71(2H,d,J=7.5Hz), 8.30(2H,d,J=7.5Hz), 9.15(1H,d,J=7.5Hz) Example 169 The object compound was obtained according to a similar manner to that of Example 1. pale yellow solid mp : 189-192°C MASS (m/z) : 656 (M+H)+ 1H-NMR (DMSO-d6) # : 2.78(3K x 4/9,s), 2.86(3H x 5/9,s), 3.00(1H,dd,J=15.0 and 5.5Hz), 3.42(1H,m), 3.58(3H x 4/9,s), 3.61(3H x 5/9,s), 4.32(1H x 4/9,d,J=15.0Hz), 4.43(1H x 5/9,d,J=15.0Hz), 4.58(1H x 5/9,d,J=15.OHz), 4.97(1H x 4/9,d,J=15.0Hz), 5.90(1H,m), 6.82(1H,m), 6.95-7.04(1H,m), 7.03(1H,t,J=7.5Hz), 7.09-7.35(8H,m), 7.42(1H,d,J=7.5Hz), 7.50-7.63(4H,m), 7.68(1H,d,J=7.5Hz), 8.26(2H,d,J=7.5Hz), 9.10(1H,d,J=7.5Hz) Example 170 The object compound was obtained according to a similar manner to that of Example 1. pale yellow solid mp : 290-291.5°C MASS (m/z) : 642 (M+H)+ 'H-NMR (DMSO-d6) 6 : 2.99(1H,dd,J=14.5 and 5.5Hz), 3.49(3H,s), 3.49(1H,m), 4.41(2H,d,J=7.0Hz), 5.84(1H,m), 7.01(1H,t,J=7.5Hz), 7.03(1H,t,J=7.5Hz), 7.15-7.32(9H,m), 7.42(1H,d,J=7.5Hz), 7.53(2H,d,J=7.5Hz), 7.60(1H,d,J=7.5Hz), 7.75(2H,d,J=7.5Hz), 8.29(2H,d,J=7.5Hz), 8.51(1H,t,J=7.0Hz), 9.10(1H,d,J=7.5Hz) Example 171 The object compound was obtained according to a similar manner to that of Example 1. pale yellow solid mp : 208-212°C MASS (m/z) : 539 (M+H)+ 'H-NMR (CDCl3) d : 1.13(3H,t,J=7.0Hz), 3.48(3H,s), 3.68(2H,d,J=7.5Hz), 4.21(2H,q,J=7.0Hz), 6.03(1H,q,J=7.5Hz), 6.98(1H,s), 7.11(2H,d,J=7.5Hz), 7.15(1H,d,J=7.5Hz), 7.27(1H,t,J=7.5Hz), 7.37(1H,d,J=7.5Hz), 7.49(2H,d,J=7.5Hz), 7.53(1H,t,J=7.5Hz), 7.62-7.69(2H,m), 7.30(2H,d,J=7.5Hz), 7.52(1H,m), 9.22(1H,br s) Example 172 The object compound was obtained according to a similar manner to that of Example 73. off-white solid mp : 177-181°C MASS (m/z) : 509 (M-H)+ 'H-NMR (DMSO-d6) # : 3.50(3H,s), 3.52-3.62(2H,m), 5.76(1H,m), 7.01(1H,t,J=7.5Hz), 7.12-7.21(2H,m), 7.24(1H,s), 7.38(2H,d,J=7.5Hz), 7.60(1H,d,J=7.5Hz), 7.67(1H,t,J=7.5Hz), 7.68(2H,d,J=7.5Hz), 8.29(2H,d,J=7.5Hz), 8.49(1H,d,J=5.5Hz), 9.17(1H,d,J=7.5Hz) Example 173 The object compound was obtained according to a similar manner to that of Example 1. pale yellow amorphous solid MASS (m/z) : 586 (M+H)+ 1H-NMR (CDCl3) # : 3.53 (3H,s), 3.62(2H,d,J=7.5Hz), 5.96(1H,q,J=7.5Hz), 7.05(1H,s), 7.08(1H,t,J=7.5Hz), 7.12-7.35(6H,m), 7.41(1H,d,J=7.5Hz), 7.53-7.61(4H,m), 7.68(1H,t,J=7.5Hz), 7.69(1H,d,J=7.5Hz), 8.20(1H,d,J=7.5Hz), 8.28(2H,d,J=7.5Hz), 8.62(1H,m), 8.90(1H,s), 9.21(1H,br s) Example 174 The object compound was obtained according to a similar manner to that of Example 1. yellow amorphous solid MASS (m/z) : 456 (M+H)+ 1H-NMR (CDCl3-CD3OD) # : 3.43(1H,dd,J=14.5 and 7.5Hz), 3.51(1H,dd,J=14.5 and 7.5Hz), 3.64(3H,s), 5.80(1H,t,J=7.5Hz), 6.90(2H,s), 7.07-7.19(3H,m), 7.27(1H,t,J=7.5Hz), 7.42(1H,d,J=7.5Hz), 7.51(2H,d,J=7.5Hz), 7.65(1H,d,J=7.5Hz), 8.30(2H,d,J=7.5Hz) Example 175 The object compound was obtained according to a similar manner to that of Example 1. yellow amorphous solid MASS (m/z) : 512 (M+H)+ 1H-NMR (CDCl3) # : 3.63(1H,dd,J=14.5 and 7.5Hz), 3.70(1H,dd,J=14.5 and 7.5Hz), 3.77(3H,s), 6.07(1H,m), 7.01-7.22(5H,m), 7.44-7.58(1H,m), 7.51(2H,d,J=7.5Hz), 7.90(1H,d,J=7.5Hz), 8.19(1H,dd,J=7.5 and 1.5Hz), 8.30(2H,d,J=7.5Hz), 8.57(1H,d,J=1.5Hz), 9.12(1H,m) Example 176 The object compound was obtained according to a similar manner to that of Example 1. yellow solid mp : 195-196.5°C MASS (m/z) : 473 (M+H)+ 1H-NMR (DMSO-d6) # : 3.44(1H,dd,J=14.5 and 7.5Hz), 3.62(1H,dd,J=14.5 and 7.5Hz), 3.77(3H,s), 5.88(1H,q,J=7.5Hz), 7.21(1H,dd,J=7.5 and 4.5Hz), 7.28(1H,s), 7.37(1H,d,J=7.5Hz), 7.47(1H,d,J=7.5Hz), 7.63-7.80(3H,m), 7.77(2H,d,J=7.5Hz), 8.00(1H,d,J=7.5Hz), 8.31(2H,d,J=7.5Hz), 8.52(1H,d,J=4.5Hz), 9.37(1H,d,J=7.5Hz) Example 177 The object compound was obtained according to a similar manner to that of Example 1. off-white solid mp : 243-245.5°C MASS (m/z) : 563 (M+H)+ 'H-NMR (DMSO-d6) 6 : 3.66(3H,s), 7.05(1H,t,J=7.5Hz), 7.11-7.19(4H,m), 7.21(1H,t,J=7.5Hz), 7.29-7.33(2H,m), 7.37-7.47(3H,m), 7.49(2H,d,J=7.5Hz), 7.57(1H,d,J=7.5Hz), 7.64(1H,d,J=7.5Hz), 7.69(2H,d,J=7.5Hz), 8.01(1H,d,J=7.5Hz), 9.90(1H,s) Example 178 The object compound was obtained according to a similar manner to that of Preparation 2. pale yellow amorphous solid MASS (m/z) : 476 (M-H)+ 1H-NMR (CDCl3) # : 2.26(3H,s), 2,36(3H,s), 5.02(2H,s), 7.03(1H,d,J=8.5Hz), 7.15-7.36(9H,m), 7.57(2H,d,J=8.5Hz), 7.71 (1H,s) Example 179 The object compound was obtained according to a similar manner to that of Example 1. off-white solid mp : 311-319°C MASS (m/z) : 577 (M+H)+ 'H-NMR (DMSO-d6) # : 3.43(3H,s), 4.63(2H,s), 7.05-7.13(3K,m), 7.18-7.29(5H,m), 7.31(1H,s), 7.32-7.49(4H,m), 7.43(2H,d,J=8.5Hz), 7.67(1H,d,J=8.5Hz), 7.70(2H,d,J=8.5Hz), 7.98(1H,dd,J=8.5 and 1.5Hz), 9.75(1H,s) Example 180 The object compound was obtained according to a similar manner to that of Example 1. off-white solid mp : 232-234°C MASS (m/z) : 563 (M+H)+ 'H-NMR (DMSO-d6) # : 3.67(3H,s), 7.06-7.27(7H,m), 7.39-7.49(4H,m), 7.51-7.58(3H,m), 7.69(2H,d,J=8.5Hz), 7.72(1H,d,J=8.5Hz), 8.54(1H,d,J=8.5Hz) Example 181 The object compound was obtained according to a similar manner to that of Example 1. off-white solid mp : 251-252.5°C MASS (m/z) : 575 (M-H)+ 'H-NMR (DMSO-d6) # : 3.61(3H,s), 5.35(2H,s), 7.08(1H,t,J=7.5Hz), 7.22(1H,s), 7.23(1H,t.J=7.5Hz), 7.28-7.42(5H,m), 7.45-7.53(4H,m), 7.58(2H,d,J=7.5Hz), 7.65-7.73(3H,m), 8.00(1H,d,J=7.5Hz), 9.59(1H,s) Example 182 The object compound was obtained according to a similar manner to that of Example 1. off-white solid mp : 253-255°C MASS (m/z) : 547 (M+H)+ 'H-NMR (CDC13-CD30D) 6 : 3.70(3H,s), 6.48(1H,s), 7.12(1H,t,J=7.5Hz), 7.18(1H,s), 7.26-7.35(1H,m), 7.33(2H,d,J=7.5Hz), 7.46(1H,d,J=7.5Hz), 7.50-7.63(8H,m), 7.67-7.73(2H,m), 8.61(1H,d,J=7.5Hz) Example 183 The object compound was obtained according to a similar manner to that of Preparation 5. off-white amorphous solid MASS (m/z) : 345 (M+H)+ 1H-NMR (CDCl3) # : 3.71(3H,br s), 4.77(2H,br s), 5.20(2H,br s), 6.80(1H,s), 7.01(1K,m), 7.09(1H,t,J=7.5Hz), 7.21-7.68(9H,m), 9.28(1H,br s) Example 184 The object compound was obtained according to a similar manner to that of Example 1. off-white amorphous solid MASS (m/z) : 421 (M+H)+ 1H-NMR (CDCl3) # : 4.77(2H,br s), 5.11(2H,br s), 5.42(2H,br s), 6.91(1H,s), 6.91-7.18(3H,m), 7.21-7.60(13H,m), 9.07(1H,br s) Example 185 The object compound was obtained according to a similar manner to that of Preparation 5 except that dimethylformamide was used instead of dichloromethane. off-white solid mp : 198-200°C MASS (m/z) : 241 (M+H)+ 1H-NMR (DMSO-d6) # : 3.57(3H,s), 6.83(1H,s), 6.90-7.22(4H,m), 7.43(1H x 4/7,s), 7.47(1H x 3/7,s), 7.52-7.66(1H,m) Example 186 The object compound was obtained according to a similar manner to that of Example 1. yellowish brown amorphous solid MASS (m/z) : 467 (M+H)+ 1H-NMR (CDCl3-CD3OD) # : 3.54(2H,t,J=7.0Hz), 3.72(3H,s), 5.90(1H,t,J=7.0Hz), 7.06-7.43(7H,m), 7.59(1H,t,J=7.5Hz), 7.66(1H,d,J=7.5Hz), 7.81(2K,d,J=7.5Hz), 8.22(2H,d,J=8.5Hz), 8.50(1H,d,J=4.5Hz) Example 187 The object compound was obtained according to a similar manner to that of Example 1. off-white solid mp : 130-1320C MASS (m/z) : 423 (M+H)+ 1H-NMR (CDCl3) # : 3.68(2H,d,J=7.5Hz), 3.69(3H,s), 6.07(1H,q,J=7.5Hz), 7.08(1H,d,J=1.0Hz), 7.10-7.18(4H,m), 7.21(2H,d,J=5.5Hz), 7.26(1K,t,J=7.5Hz), 7.40(1H,d,J=7.5Hz), 7.55(1K,t,J=7.5Hz), 7.65(1K,d,J=7.5Hz), 8.16(1H,d,J=7.5Hz), 8.52(1H,d,J=4.5Hz), 8.64(2H,d,J=5.5Hz), 9.62(1H,s) Example 188 The object compound was obtained according to a similar manner to that of Example 1. pale yellow amorphous solid MASS (m/z) : 500 (M+H)+ 1H-NMR (CDCl3) # : 3.09(3H,s), 3.42(1H,dd,J=13.0 and 9.0Hz), 3.53(1K,dd,J=13.0 and 7.0Hz), 5.58(1H,m), 7.11-7.19(2H,m), 7.22-7.48(9H,m), 7.71(1K,d,J=7.5Hz), 7.75(1H,d,J=7.5Hz), <BR> <BR> <BR> <BR> 7.90(1K,s), 7.98(1K,d,J=5.5Hz), 8.99(1K,d,J=7.5Hz), <BR> <BR> <BR> <BR> <BR> <BR> 9.06(1H,d,J=5.5Hz) Example 189 The object compound was obtained according to a similar manner to that of Example 1. colorless solid mp : 224-2280C MASS (m/z) : 497 (M+H)+ 1H-NMR (CDCl3) # : 2.80(3H,s), 3.33(1H,dd,J=13.5 and 9.0Hz), 3.52(1H,dd,J=13.5 and 6.0Hz), 5.57(1H,m), 7.05(1H,d,J=1.0Hz), 7.10-7.31(12H,m), 7.37-7.45(4H,m), 7.50(2H,d,J=7.5Hz), 7.63(1H,d,J=7.5Hz), 7.69(1H,d,J=7.5Hz), 9.27(1H,s) Example 190 The object compound was obtained according to a similar manner to that of Example 1. mp : 200-210°C MASS : 520 (M+1) 'H-NMR (DMSO-d6) # : 2.21(3H,s), 2.41-2.49(4H,m), 3.11-3.20(4H,m), 3.40-3.51(1K,m), 3.52-3.61(1H,m), 3.59(3H,s), 5.88(1H,q,J=8Hz), 6.83(1H,s), 6.92-7.07(3H,m), 7.13(2H,t,J=8Hz), 7.20(1H,s), 7.21-7.28(2H,m), 7.31(1H,d,J=8Hz), 7.39(1H,d,J=8Hz), 7.60(1H,t,J=8Hz), 7.61(1H,t,J=8Hz), 8.49(1H,d,J=4Hz), 9.00(1H,d,J=8Hz) Example 191 The object compound was obtained according to a similar manner to that of Example 1. mp : 145-150°C MASS : 506 (M+1) 1H-NMR (DMSO-d6) # : 3.43-3.64(2H,m), 3.69(3H,s), 5.91(1H,q,J=8Hz), 7.02(1K,t,J=8Hz), 7.08(1H,s), 7.11(1K,s), 7.19(1H,t,J=8Hz), 7.26(1H,s), 7.31-7.41(3H,m), 7.58(2H,d,J=8Hz), 7.63(1H,t,J=8Hz), 7.72(2H,d,J=8Hz), 7.80(1H,s), 8.31(1H,s), 8.50(1H,d,J=4Hz), 9.11(1H,d,J=8Hz) Example 192 The object compound was obtained according to a similar manner to that of Example 1. mp : 145-152°C MASS : 518 (M+1) 'H-NMR (DMSO-d6) 6 : 3.41-3.52(1H,m), 3.52-3.63(1H,m), 3.63(3H,s), 3.71(3H,s), 5.90(1H,q,J=8Hz), 6.81(1H,d,J=8Hz), 7.08(1H,s), 7.09(1H,s), 7.11(1K,s), 7.12-7.20(2H,m), 7.29(1H,d,J=8Hz), 7.32(1H,d,J=8Hz), 7.58(2H,d,J=8Hz), 7.62(1H,t,J=8Hz), 7.71(2H,d,J=8Hz), 7.80(1H,s), 8.31(lH,s), 8.50(1H,d,J=4Hz), 9.00(1H,d,J=8Hz) Example 193 The object compound was obtained according to a similar manner to that of Example 1. mp : 155-160°C MASS : 522 (M+1) 1H-NMR (DMSO-d6) # : 3.43-3.54(1H,m), 3.56-3.67(1H,m), 3.71(3H,s), 5.90(1H,q,J=8Hz), 7.08(1H,s), 7.11(1H,s), 7.14-7.20(2H,m), 7.28(1H,s), 7.35(1H,d,J=8Hz), 7.40(1H,d,J=8Hz), 7.58(2H,d,J=8Hz), 7.60-7.70(2H,m), 7.72(2H,d,J=8Hz), 7.80(1H,s), 8.30(1H,s), 8.49(1H,d,J=4Hz), 9.18(1H,d,J=8Hz) Example 194 The object compound was obtained according to a similar manner to that of Example 1. mp : 175-180°C MASS : 574 (M+1) 1H-NMR (DMSO-d6) # : 2.90-3.00(1H,m), 3.37-3.49(1H,m), 3.70(3H,s), 5.82-5.91(1H,m), 5.93(2H,s), 6.82(1H,d,J=8Hz), 6.98(1H,d,J=8Hz), 7.01(1H,t,J=8Hz), 7.09(1H,s), 7.11(1H,s), 7.20(1H,t,J=8Hz), 7.29(2H,d,J=4Hz), 7.42(1H,d,J=8Hz), 7.60(1H,d,J=8Hz), 7.61(2H,d,J=8Hz), 7.72(2H,d,J=8Hz), 7.80(1H,s), 8.31(1H,s), 9.03(1H,d,J=8Hz) Example 195 The object compound was obtained according to a similar manner to that of Example 1. mp : 225-230°C MASS : 498 (M+1) 1H-NMR (DMSO-d6) 6 : 3.43-3.53(1H,m), 3.56-3.67(1H,m), 3.70(3H,s), 5.91(1H,q,J=8Hz), 7.01(1K,t,J=8Hz), 7.07(1H,s), 7.11-7.20(2H,m), 7.28(1H,s), 7.30-7.41(3H,m), 7.42-7.58(4H,m), 7.60(2H,t,J=8Hz), 7.64-7.79(4H,m), 8.50(1H,d,J=2Hz), 9.07(1H,d,J=8Hz) Example 196 The object compound was obtained according to a similar manner to that of Example 1. mp : 165-170°C MASS : 560 (M+1) H-NMR (DMSO-d6) # : 2.90-3.00(1H,m), 3.31(3H,s), 3.38-3.49(1H,m), 3.70(3H,s), 5.89(1H,q,J=8Hz), 6.86(2H,d,J=8Hz), 7.01(1H,t,J=8Hz), 7.06(1H,s), 7.11(1H,s), 7.19(1H,t,J=8Hz), 7.29(1H,s), 7.41(1H,d,J=8Hz), 7.49(2H,d,J=8Hz), 7.58-7.62(3H,m), 7.72(2H,d,J=8Hz), 7.80(1H,s), 8.31(1H,s), 9.02(1H,d,J=8Hz), 11.62(1H,s) Example 197 The object compound was obtained according to a similar manner to that of Example 1. mp : 110-115.C MASS : 500 (M-1) H-NMR (DMSO-d6) # : 2.31(3H,s), 3.42-3.53(1H,m), 3.54-3.62(1H,m), 3.69(3H,s), 5.90(1H,q,J=8Hz), 7.00(1H,d,J=8Hz), 7.05(1H,s), 7.10-7.20(3H,m), 7.28(1H,d,J=8Hz), 7.31(1H,d,J=8Hz), 7.38(1H,s), 7.58(2H,d,J=8Hz), 7.7.62(1H,t,J=8Hz), 7.71(2H,d,J=8Hz), 7.79(1H,s), 8.30(1H,s), 8.50(1H,d,J=2Hz), 9.00(1H,d,J=8Hz) Example 198 The object compound was obtained according to a similar manner to that of Example 1. mp : 140-145°C MASS : 516 (M+1) 1H-NMR (DMSO-d6) # : 1.40(3H,d,J=4Hz), 1.41(3H,d,J=4Hz), 3.49(2H,t,J=8Hz), 4.53-4.69(1H,m), 5.99(1H,q,J=4Hz), 6.91(iK,s), 7.01(1K,t,J=8Hz), 7.12(1H,s), 7.16-7.22(2H,m), 7.30(1H,s), 7.31-7.40(2H,m), 7.49(2H,d,J=8Hz), 7.56-7.70(2H,m), 7.73(2H,d,J=8Hz), 7.81(1H,s), 8.31(1H,s), 8.51(1H,d,J=8Hz), 9.02(1H,d,J=8Hz) Example 199 The object compound was obtained according to a similar manner to that of Example 1. mp : 135-140°C MASS : 520 (M+1) 1H-NMR (DMSO-d6) # : 1.00(3H,t,J=8Hz), 3.43-3.53(1H,m), 3.55-3.65(1H,m), 4.00-4.14(1H,m), 4.18-4.31(1H,m), 5.92(1H,q,J=8Hz), 6.99-7.10(1H,m), 7.05(1H,s), 7.11(1H,s), 7.13-7.21(1H,m), 7.27(1H,s), 7.31(iK,s), 7.32-7.41(2H,m), 7.57(2H,d,J=8Hz), 7.65(1H,t,J=8Hz), 7.73(2H,d,J=8Hz), 7.81(1H,s), 8.31(1H,s), 8.50(1H,d,J=2Hz), 9.19(1H,d,J=8Hz) Example 200 The object compound was obtained according to a similar manner to that of Example 1. mp : 130-135°C MASS : 536 (M+1) 1H-NMR (DMSO-d6) # : 1.09(3H,t,J=8Hz), 3.42-3.52(1H,m), 3.53-3.63(1H,m), 4.00-4.15(1H,m), 4.18-4.31(1H,m), 5.91(1H,q,J=8Hz), 7.02(1H,s), 7.10-7.20(3H,m), 7.27(1H,s), 7.32(1H,d,J=8Hz), 7.40(1H,d,J=8Hz), 7.53(2H,d,J=8Hz), 7.64(1H,t,J=8Hz), 7.69(1H,s), 7.72(2H,d,J=8Hz), 7.80(1H,s), 8.31(lH,s), 8.50(1H,d,J=4Hz), 9.21(1H,d,J=8Hz) Example 201 The object compound was obtained according to a similar manner to that of Example 1. mp : 170-175°C MASS : 532 (M-1) 1H-NMR (DMSO-d6) 6 : 0.62(3H,t,J=8Hz), 1.30-1.52(2H,m), 3.42-3.53(1H,m), 3.54-3.68(1H,m), 3.91-4.08(1H,m), 4.10-4.28(1H,m), 5.92(1H,q,J=8Hz), 6.99-7.09(1H,m), 7.01(iK,s), 7.11(1H,s), 7.12-7.20(1H,m), 7.26(1H,s), 7.30-7.41(3H,m), 7.51(2H,d,J=8Hz), 7.62(1H,t,J=8Hz), 7.73(2H,d,J=8Hz), 7.81(1H,s), 8.32(1H,s), 8.50(1H,d,J=2Hz), 9.17(1H,d,J=8Hz) Example 202 The object compound was obtained according to a similar manner to that of Example 1. mp : 136-138°C MASS : 550 (M+1) 1H=NMR (DMSO-d6) # : 0.60(3H,t,J=8Hz), 1.32-1.52(2H,m), 3.42-3.52(1H,m), 3.55-3.68(1H,m), 3.90-4.08(1H,m), 4.11-4.25(1H,m), 5.91(1H,q,J=8Hz), 7.01(1H,s), 7.11(1H,s), 7.17(2H,dd,J=8Hz and 2Hz), 7.23(1K,s), 7.31(1H,d,J=8Hz), 7.40(1H,d,J=8Hz), 7.53(2H,d,J=8Hz), 7.62(1H,t,J=8Hz), 7.70(1H,s), 7.73(2H,d,J=8Hz), 7.80(1H,s), 8.32(1H,s), 8.50(1H,d,J=2Hz), 9.20(1H,d,J=8Hz) Example 203 The object compound was obtained according to a similar manner to that of Example 1. mp : 148-152°C MASS : 550 (M+1) 1H-NMR (DMSO-d6) # : 1.40(6H,t,J=8Hz), 3.42-3.52(2H,m), 4.51-4.68(1H,m), 5.99(1H,q,J=8Hz), 6.91(lH,s), 7.11(lH,s), 7.19(2H,t,J=8Hz), 7.30(1H,s), 7.31(1H,d,J=8Hz), 7.39(1H,d,J=8Hz), 7.50(2H,d,J=8Hz), 7.63(1H,t,J=8Hz), 7.70(1H,s), 7.73(2H,d,J=8Hz), 7.81(lH,s), 8.31(lH,s), 8.50(1H,d,J=4Hz), 9.17(1H,d,J=8Hz) Example 204 The object compound was obtained according to a similar manner to that of Example 1. mp : 140-145°C MASS : 534 (M+1) 1H-NMR (DMSO-d6) # : 1.38(6H,t,J=7Hz), 3.43-3.53(2H,m), 4.52-4.64(1H,m), 5.95(1H,q,J=8Hz), 6.91(1H,s), 7.01(lH,t,J=8Hz), 7.12(1H,s), 7.17(2H,t,J=6Hz), 7.20(1H,s), 7.32-7.42(3H,m), 7.47(2H,d,J=8Hz), 7.62(1H,t,J=8Hz), 7.72(2H,d,J=8Hz), 7.81(1H,s), 8.50(1H,d,J=4Hz), 9.11(1H,d,J=8Hz) Example 205 The object compound was obtained according to a similar manner to that of Example 1. mp : 240-245°C MASS : 530 (M+1) 1H-NMR (DMSO-d6) # : 0.63(3H,t,J=8Hz), 1.00-1.13(2H,m), 1.30-1.50(2H,m), 3.41-3.51(1H,m), 3.58-3.68(1H,m), 3.91-4.08(1H,m), 4.18-4.30(1H,m), 5.92(1H,q,J=8Hz), 7.01(1H,t,J=8Hz), 7.03(1H,s), 7.11(lH,s), 7.12-7.20(2H,m), 7.27(1H,s), 7.31(lH,d,J=8Hz), 7.39(1H,d,J=8Hz), 7.52(2H,d,J=8Hz), 7.53-7.69(2H,m), 7.72(2H,d,J=8Hz), 7.80(1H,s), 8.30(1H,s), 8.49(1H,d,J=2Hz), 9.09(1H,d,J=8Hz) Example 206 The object compound was obtained according to a similar manner to that of Example 1. mp : 235-240°C MASS : 565 (M+1) 1H-NMR (DMSO-d6) # : 0.63(3H,t,J=8Hz), 1.00-1.11(2H,m), 1.30-1.50(2H,m), 3.40-3.56(1H,m), 3.58-3.70(1H,m), 3.91-4.08(1H,m), 4.18-4.30(1H,m), 5.93(1H,q,J=8Hz), 7.07(1H,t,J=6Hz), 7.11-7.22(3H,m), 7.28(1H,s), 7.32(1H,d,J=8Hz), 7.40(1H,d,J=8Hz), 7.58(2H,d,J=8Hz), 7.67(1H,t,J=8Hz), 7.69(1H,s), 7.74(2H,d,J=8Hz), 7.82(1H,s), 8.31-8.45(1H,m), 8.50(1H,d,J=2Hz), 9.21(1H,d,J=8Hz) Example 207 The object compound was obtained according to a similar manner to that of Example 1. mp : 235-2400C MASS : 546 (M-1) H-NMR (DMSO-d6) # : 0.63(3H,t,J=8Hz), 0.98-1.11(2H,m), 1.30-1.48(2H,m), 3.40-3.51(1H,m), 3.58-3.69(1H,m), 3.90-4.08(1H,m), 4.17-4.30(1H,m), 5.92(1H,q,J=8Hz), 6.98-7.09(1H,m), 7.02(1H,s), 7.11(1H,s), 7.13-7.20(1H,m), 7.28(1H,s), 7.30-7.42(3H,m), 7.52(2H,d,J=8Hz), 7.62(1H,t,J=8Hz), 7.73(2H,d,J=8Hz), 7.81(lH,s), 8.32(1H,s), 8.49(1H,d,J=2Hz), 9.16(1H,d,J=8Hz) Example 208 The object compound was obtained according to a similar manner to that of Example 1. mp : 235-2400C MASS : 544 (M+1) 1H-NMR (DMSO-d6) # : 0.61(3H,t,J=8Hz), 0.97-1.00(4H,m), 1.31-1.50(2H,m), 3.41-3.52(1H,m), 3.59-3.70(1H,m), 3.90-4.08(1H,m), 4.18-4.30(1H,m), 5.93(1H,q,J=8Hz), 7.00(1H,d,J=8Hz), 7.02(1H,s), 7.10-7.20(3H,m), 7.28(1H,s), 7.32(1H,d,J=8Hz), 7.40(1H,d,J=8Hz), 7.52(2H,d,J=8Hz), 7.57-7.70(2H,m), 7.72(2H,d,J=8Hz), 7.81(lH,s), 8.31(lH,s), 8.50(1H,d,J=2Hz), 9.00(1H,d,J=8Hz) Example 209 The object compound was obtained according to a similar manner to that of Example 1. mp : 220-225°C MASS : 562 (M+1) 1H-NMR (DMSO-d6) # : 0.60(3H,t,J=8Hz), 0.92-1.10(4H,m), 1.36-1.50(2H,m), 3.40-3.51(1H,m), 3.58-3.70(1H,m), 3.91-4.08(1H,m), 4.12-4.30(1H,m), 5.92(1H,q,J=8Hz), 6.99-7.09(1H,m), 7.00(1H,s), 7.10(iH,s), 7.19(1H,t,J=8Hz), 7.28(1H,s), 7.30-7.40(3H,m), 7.53(2H,d,J=8Hz), 7.63(1H,t,J=8Hz), 7.73(2H,d,J=8Hz), 7.82(1H,s), 8.32(1H,s), 8.50(1H,d,J=2Hz), 9.18(1H,d,J=8Hz) Example 210 The object compound was obtained according to a similar manner to that of Example 1. mp : 53-56°C MASS (m/z) : 500 (M++l,bp) H-NMR (CDCl3) 6 : 3.67(3H,s), 3.76(2H,ABX,J=16Hz, 15Hz and 7.5Hz), 6.10(1H,dd,J=7.5Hz and 7.5Hz), 7.10(1H,s), 7.12(1H,t,J=7.5Hz), 7.19-7.22(2H,m), 7.30(1H,s), 7.40-7.48(4H,m), 7.55(1H,ddd,J=7.5Hz, 7.5Hz and 2Hz), 7.64(1H,ddd,J=7.5Hz, 7.5Hz and 2Hz), 7.79(1H,ddd,J=7.5Hz, 7.5Hz and 2Hz), 7.88(1H,d,J=7.5Hz), 7.90(1H,s), 8.18(1H,d,J=7.5Hz), 8.27(2H,AB,J=8Hz and 7.5Hz), 8.57(1H,d,J=2Hz), 9.08(1H,d,J=7.5Hz) Example 211 The object compound was obtained according to a similar manner to that of Example 1. mp : 100-105°C MASS : 566 (M+1) 1H-NMR (DMSO-d6) # : 3.42-3.53(1H,m), 3.54-3.61(1H,m), 3.68(3H,s), 5.90(1H,q,J=8Hz), 7.08(1H,s), 7.11(1H,s), 7.18(1H,t,J=6Hz), 7.27(1H,s), 7.29(1H,d,J=8Hz), 7.31-7.39(2H,m), 7.55(2H,d,J=8Hz), 7.63(1H,t,J=8Hz), 7.72(2H,d,J=8Hz), 7.81(2H,d,J=8Hz), 8.31(1H,s), 8.50(1H,d,J=2Hz), 9.19(1H,d,J=8Hz) Example 212 The object compound was obtained according to a similar manner to that of Example 1. mp : 105-110°C MASS : 594 (M+1) 'H-NMR (DMSO-d6) # : 0.61(3H,t,J=8Hz), 1.32-1.52(2H,m), 3.41-3.53(1H,m), 3.57-3.63(1H,m), 3.90-4.05(1H,m), 4.12-4.28(1H,m), 5.92(1H,q,J=8Hz), 7.01(1H,s), 7.11(1H,s), 7.18(1H,t,J=6Hz), 7.24-7.40(4H,m), 7.53(2H,d,J=8Hz), 7.62(1H,t,J=8Hz), 7.72(2H,d,J=8Hz), 7.82(2H,d,J=8Hz), 8.31(1H,s), 8.50(1H,d,J=2Hz), 9.21(1H,d,J=8Hz) Example 213 The object compound was obtained according to a similar manner to that of Example 1. mp : 145-150°C MASS : 580 (M+1) 1H-NMR (DMSO-d6) # : 1.05(3H,t,J=8Hz), 3.41-3.52(1H,m), 3.42-3.63(1H,m), 3.99-4.12(1H,m), 4.15-4.30(1H,m), 5.91(1H,q,J=8Hz), 7.02(1H,s), 7.11(1H,s), 7.19(1H,t,J=6Hz), 7.23-7.40(4H,m), 7.55(2H,d,J=8Hz), 7.64(1H,t,J=8Hz), 7.72(2H,d,J=8Hz), 7.81(2H,d,J=8Hz), 8.31(lH,s), 8.50(1H,d,J=2Hz), 9.21(1H,d,J=8Hz) Example 214 The object compound was obtained according to a similar manner to that of Example 1. mp : 155-160°C MASS : 512 (M-1) 1H-NMR (DMSO-d6) # : 0.97-1.02(4H,m), 3.27-3.40(2H,m), 3.41-3.49(1H,m), 3.50-3.60(1H,m), 6.11(1H,q,J=8Hz), 6.98-7.09(1H,m), 7.02(1H,s), 7,09-7.23(3H,m), 7.29(1H,s), 7.31(1H,d,J=8Hz), 7.40(1H,d,J=8Hz), 7.59-7.78(5H,m), 7.81(lH,s), 8.32(1H,s), 8.51(1H,d,J=8Hz), 9.00(1H,d,J=8Hz) Example 215 The object compound was obtained according to a similar manner to that of Example 1. mp : 208-218°C MASS : 547 (M-1) 1H-NMR (DMSO-d6) # : 0.75-0.89(2H,m), 1.75(2H,d,J=8Hz), 3.10-3.20(1H,m), 3.38-3.69(2H,m), 6.00-6.19(2H,m), 6.25-6.38(1H,m), 7.11-7.24(3H,m), 7.31(1H,s), 7.35-7.41(2H,m), 7.47(2H,d,J=8Hz), 7.66-7.79(4H,m), 7.86(1H,s), 8.36(1H,s), 8.52(1H,d,J=4Hz), 9.18(1H,d,J=8Hz) Example 216 The object compound was obtained according to a similar manner to that of Example 1. mp : 100-105°C MASS : 486 (M-1) 'H-NMR (DMSO-d6) # : 3.43-3.63(2H,m), 3.64(3H,s), 5.88(1H,q,J=8Hz), 6.48(1H,s), 7.02(1H,s), 7.11(1H,s), 7.18(1H,dd,J=8Hz and 4Hz), 7.33(1H,d,J=8Hz), 7.49(1H,t,J=4Hz), 7.51-7.58(3H,m), 7.58(1H,s), 7.63(1H,t,J=8Hz), 7.70(1H,s), 7.73(1H,s), 7.80(1H,s), 7.98(1H,s), 8.31(1H,s), 8.50(1H,d,J=4Hz), 8.92(1H,d,J=8Hz) Example 217 The object compound was obtained according to a similar manner to that of Example 1. mp : 115-120°C MASS : 486 (M-1) 1H-NMR (DMSO-d6) # : 1.57-1.72(2H,m), 2.20-2.48(4H,m), 3.40-3.53(2H,m), 5.79-5.91(lH,m), 6.00(1H,q,J=8Hz), 6.91(1H,s), 7.02(1H,t,J=8Hz), 7.10-7.22(3H,m), 7.30(1H,s), 7.31(1H,d,J=8Hz), 7.40(1H,d,J=8Hz), 7.49(2H,d,J=8Hz), 7.61(2H,d,J=8Hz), 7.72(2H,d,J=8Hz), 7.81(lH,s), 8.32(1H,s), 8.52(1H,d,J=4Hz), 9.01(1H,d,J=8Hz) Example 218 The object compound was obtained according to a similar manner to that of Example 1. mp : 55-75°C 1H-NMR (DMSO-d6) # : 3.45-3.65(2H,m), 3.65(3H,s), 5.89(1H,q,J=6Hz), 7.08(1H,s), 7.14(1H,s), 7.20(1H,dd,J=8Hz and 6Hz), 7.30-7.38(2H,m), 7.48(1H,t,J=8Hz), 7.59(2H,d,J=8Hz), 7.61-7.71(3H,m) 7.75(2H,d,J=8Hz), 7.78-7.85(2H,m), 8.32(1H,s), 8.51(1H,d,J=4Hz), 9.28(1H,d,J=8Hz) Example 219 The object compound was obtained according to a similar manner to that of Example 1. mp : 146-150°C ESI-MS(M+1) : 488 1H-NMR (DMSO-d6) # : 3.42-3.67(2H,m), 3.68(3H,s), 5.92(1H,q,J=6Hz), 6.97-7.05(1H,m), 7.08(1H,s), 7.10-7.21(3H,m), 7.25(1H,s), 7.30-7.42(2H,m), 7.50-7.68(4H,m), 7.72(2H,d,J=8Hz), 7.80(1H,s) 8.32(1H,s), 8.50(1H,d,J=2Hz), 9.07(1H,d,J=8Hz) Example 220 The object compound was obtained according to a similar manner to that of Example 1. mp : 96-155°C ESI-MS(M+1) : 488 1H-NMR (CDCl3) # : 3.30(3H,s), 3.45-3.55(2H,m), 5.72(1H,q,J=6Hz), 7.05-7.50(12H,m), 7.65(1H,d,J=8Hz), 7.85-7.97(2H,m), 8.48(2H,d,J=8Hz), 9.61(1H,s) Example 221 The object compound was obtained according to a similar manner to that of Example 1. mp : 155-207°C ESI-MS(M+1) : 517 1H-NMR (CDCl3) # : 3.70(3H,s), 4.00-4.15(2H,m), 4.54(2H,d,J=4Hz), 5.80(1H,q,J=6Hz), 7.10-7.35(10H,m), 7.38-7.50(5H,m), 7.65(1H,d,J=8Hz), 7.91(lH,s), 8.33(1H,d,J=8Hz), 9.77(1H,s) Example 222 The object compound was obtained according to a similar manner to that of Example 1. mp : 199-201°C 1H-NMR (CDCl3) # : 2.15(3H,s), 2.40-2.78(4H,m), 3.85(3H,s), 5.74(1H,t,J=6Hz), 7.09-7.37(6H,m), 7.44(1H,d,J=8Hz), 7.50(4H,s), 7.68(1H,d,J=8Hz), 7.93(1H,s) Example 223 The object compound was obtained according to a similar manner to that of Example 1. mp : 240-2420C ESI-MS(M+1) : 517 1H-NMR (CDCl3) # : 0.70(3H,t,J=6Hz), 1.40-1.65(2H,m), 3.70(2H,d,J=6Hz), 3.86-4.12(2H,m), 6.09(1H,q,J=6Hz), 7.04(1H,s), 7.08-7.30(5H,m), 7.40(2H,d,J=8Hz), 7.52(1H,d,J=8Hz), 7.65(1H,d,J=8Hz), 7.73(2H,d,J=8Hz), 8.13(1H,s), 8.18(1H,d,J=8Hz), 8.55(1H,d,J=4Hz), 8.59(1H,s), 9.90(1H,s) Example 224 The object compound was obtained according to a similar manner to that of Example 1. mp : 238-241°C 1H-NMR (CDCl3) # : 0.72(3H,t,J=6Hz), 1.40-1.62(2H,m), 3.62(2H,d,J=6Hz), 3.82-4.15(2H,m), 6.04(1H,q,J=6Hz), 7.02(1H,s), 7.04(1H,s), 7.08-7.17(3H,m), 7.24(1H,s), 7.32(1H,s), 7.39(1H,s), 7.42(4H,d,J=8Hz), 7.52(1H,t,J=8Hz), 7.65(1H,d,J=8Hz), 7.80-7.89(1H,m), 7.90(1H,s), 8.55(1H,d,J=4Hz)