Title:
エクテナサイジン類の全合成方法、エクテナサイジン類に類縁構造を持つ前記全合成用中間体化合物類、及び該中間体化合物類の合成方法
Document Type and Number:
Japanese Patent JP4208469
Kind Code:
B2
Abstract:
Intermediates (I) for the total synthesis of ecteinascidin compounds are new having the 10 membered ring structure of ecteinascidins with a 4-position thioether group and trichloroethoxycarbonyl (Troc) substituent as R 2in the 12-N position. Intermediates of formula (I) for the total synthesis of ecteinascidin compounds are new, having the 10 membered ring structure of ecteinascidins with a 4-position thioether group and trichloroethoxycarbonyl (Troc) substituent as R 2in the 12-N position. [Image] Y : O or NH; X 2-X 4H, 1-4C alkyl, alkoxyalkyl, allyl, alkylsulfonyl or arylsulfonyl; R 1, R 4H or 1-4C alkyl; R 2alkoxycarbonyl, haloalkoxycarbonyl, lower alkylsulfonyl or arylsulfonyl (sic; in description above R 2= Troc); and R 3CN or OH. Independent claims are also included for (1) intermediates of formula (II) for the total synthesis of ecteinascidin compounds having the skeletal pentacyclic ring structure of ecteinascidins, with a 4-position OH group and Troc substituent as R 2in the 12-N position (sic; as in (I) R 2not defined as Troc); (2) intermediates of formula (III) for the total synthesis of ecteinascidin compounds which forms the skeletal pentacyclic ring structure of ecteinascidins when the 10-position H is replaced by a bond; (3) intermediates for compound (III) of formula (IV) and (V); and (4) the preparation of an ecteinascidin intermediate of formula (IA) from (II). [Image] [Image] [Image] [Image] [Image] X 1hydroxy or amino protecting group.
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Inventors:
Tohru Fukuyama
Toshiyuki Kan
Toshiyuki Kan
Application Number:
JP2002019360A
Publication Date:
January 14, 2009
Filing Date:
January 29, 2002
Export Citation:
Assignee:
Japan Science and Technology Agency
International Classes:
C07D515/22; C07B61/00; C07C269/06; C07C271/22; C07D317/64; C07D405/06; C07D413/04; C07D451/14; C07D471/08; C07D491/22; C07D493/22; C07D498/18; C07D513/22; C07F7/18
Domestic Patent References:
| JP2001501196A |
Foreign References:
| WO2001053299A1 | ||||
| WO2001077115A1 |
Other References:
B. ZHOU et al.,"Studies Directed to the Total Synthesis of ET 743 and Analogues Thereof: An Expeditious Route to the ABFGH Subunit",ORGANIC LETTERS,2002年 1月10日,vol.4, no.1,p.43-46
E.J.COREY et al.,"ENANTIOSELECTIVE TOTAL SYNTHESIS OF ECTEINASCIDIN 743",JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,1996年 9月25日,vol.118, no.38,p.9202-9203
C. CUEVAS et al.,"SYNTHESIS OF ECTEINASCIDIN ET-743 AND PHTHALASCIDIN PT-650 FROM CYANOSAFRACIN B",ORGANIC LETTERS,2000年 8月10日,vol.2, no.16,p.2545-2548
HINTERDING, Klaus et al.,"Synthesis and in vitro evaluation of the farnesyltransferase inhibitor pepticinnamin E",Chemistry-A European Journal,1999年,vol.5, no.1,p.227-236
E.J.COREY et al.,"ENANTIOSELECTIVE TOTAL SYNTHESIS OF ECTEINASCIDIN 743",JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,1996年 9月25日,vol.118, no.38,p.9202-9203
C. CUEVAS et al.,"SYNTHESIS OF ECTEINASCIDIN ET-743 AND PHTHALASCIDIN PT-650 FROM CYANOSAFRACIN B",ORGANIC LETTERS,2000年 8月10日,vol.2, no.16,p.2545-2548
HINTERDING, Klaus et al.,"Synthesis and in vitro evaluation of the farnesyltransferase inhibitor pepticinnamin E",Chemistry-A European Journal,1999年,vol.5, no.1,p.227-236
Attorney, Agent or Firm:
Harumi Miyamoto