Title:
METHOD FOR PRODUCING C-ARYLGLUCOSIDE DERIVATIVE
Document Type and Number:
WIPO Patent Application WO/2023/080243
Kind Code:
A1
Abstract:
One purpose of the present invention is to provide a novel thioester derivative and a method for producing the same, a novel ketone derivative and a method for producing the same, a novel method for producing a C-arylhydroxyglucoside derivative, and a novel method for producing a C-arylglucoside derivative. Provided is a thioester derivative (I) represented by formula (I): [In the formula: W1 represents an alkyl group that may have a substituent, an aryl group that may have a substituent, or the like; each R independently represents an alkyl group that may have a substituent, or independently represents an aryl group that may have a substituent; when each R independently represents an alkyl group that may have a substituent, R' represents an alkylsilyl group that may have a substituent, a tetrahydropyranyl group that may have a substituent, a group represented by the formula －CO－L1－L2, a group represented by the formula －C(－L3)(－L4)－O－L5, or a group represented by the formula －CO－O－C(－L6)(－L7)(－L8); when each R independently represents an aryl group that may have a substituent, R' represents an alkylcarbonyl group that may have a substituent, an alkylsilyl group that may have a substituent, an aldehyde group, a group represented by the formula －CO－L1－L2, or a group represented by the formula －CO－C(－L9)(－L10)(－L11); and n represents 1 or 2].
Inventors:
SEKI MASAHIKO (JP)
MASHIMA KAZUSHI (JP)
MULANI SHAHEEN KASIM (JP)
TAPKIR SANDEEP RAMESHRAO (JP)
NADIVEEDHI MAHESHWARA REDDY (JP)
TSURUGI HAYATO (JP)
KATO DAIKI (JP)
MURASE TOMOYA (JP)
SKHIRI AYMEN (JP)
MASHIMA KAZUSHI (JP)
MULANI SHAHEEN KASIM (JP)
TAPKIR SANDEEP RAMESHRAO (JP)
NADIVEEDHI MAHESHWARA REDDY (JP)
TSURUGI HAYATO (JP)
KATO DAIKI (JP)
MURASE TOMOYA (JP)
SKHIRI AYMEN (JP)
Application Number:
PCT/JP2022/041429
Publication Date:
May 11, 2023
Filing Date:
November 07, 2022
Export Citation:
Assignee:
TOKUYAMA CORP (JP)
UNIV OSAKA (JP)
UNIV OSAKA (JP)
International Classes:
C07C327/06; C07B61/00; C07C67/317; C07C69/618; C07C69/76; C07D307/20; C07D309/12; C07D333/16; C07F7/18; C07H7/04
Domestic Patent References:
| WO2020129899A1 | 2020-06-25 | |||
| WO2020129901A1 | 2020-06-25 | |||
| WO2022107463A1 | 2022-05-27 |
Foreign References:
| JP2012505858A | 2012-03-08 |
Other References:
THEODORA W. GREENE , PETER G. M. WUTS: "PROTECTIVE GROUPS IN ORGANIC SYNTHESIS", vol. 3rd edition, 1 January 1999, JOHN WILEY & SONS, INC. , New York, NY [u.a.] , ISBN: 978-0-471-16019-9, article THEODORA W. GREENE, PETER G. M. WUTS: "CHAPTER 2: PROTECTION FOR THE HYDROXYLGROUP, INCLUDING
1,2- AND 1,3-DIOLS", pages: 17 - 245, XP009107105, DOI: 10.1002/0471220574
AMOAH EMMANUEL, DIETER R. KARL: "Regioselective 1,4-Conjugate Addition of Grignard Reagents to α,β–γ,δ-Dienones and α,β–γ,δ-Dienyl Thiol Esters", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 82, no. 6, 17 March 2017 (2017-03-17), pages 2870 - 2888, XP093063448, ISSN: 0022-3263, DOI: 10.1021/acs.joc.6b02769
ANDERSON R. J., HENRICK C.A., ROSENBLUM L.D.: "A General ketone synthesis. Reaction of organocopper reagents with S-alkyl and S-aryl thioesters", J. AM. CHEM. SOC., vol. 96, no. 11, 1 May 1974 (1974-05-01), pages 3654 - 3655, XP093063455, DOI: 10.1021/ja00818a053
AMOAH EMMANUEL, DIETER R. KARL: "Regioselective 1,4-Conjugate Addition of Grignard Reagents to α,β–γ,δ-Dienones and α,β–γ,δ-Dienyl Thiol Esters", THE JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY, vol. 82, no. 6, 17 March 2017 (2017-03-17), pages 2870 - 2888, XP093063448, ISSN: 0022-3263, DOI: 10.1021/acs.joc.6b02769
ANDERSON R. J., HENRICK C.A., ROSENBLUM L.D.: "A General ketone synthesis. Reaction of organocopper reagents with S-alkyl and S-aryl thioesters", J. AM. CHEM. SOC., vol. 96, no. 11, 1 May 1974 (1974-05-01), pages 3654 - 3655, XP093063455, DOI: 10.1021/ja00818a053
Attorney, Agent or Firm:
MIYAJIMA Manabu et al. (JP)
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