Title:
METHOD FOR PRODUCING KETONE DERIVATIVE
Document Type and Number:
WIPO Patent Application WO/2022/107463
Kind Code:
A1
Abstract:
One objective of the present invention is to provide a novel method for producing a ketone derivative. Provided is a method for producing a ketone derivative (I) represented by formula (I), the method comprising a step for forming a ketone derivative (I) by mixing: a thioester derivative (II) represented by formula (II); a Grignard reagent (III) represented by formula (III); and a copper salt.
Inventors:
SEKI MASAHIKO (JP)
MASHIMA KAZUSHI (JP)
TSURUGI HAYATO (JP)
KATO DAIKI (JP)
MURASE TOMOYA (JP)
TALODE JALINDAR BHAUSAHEB (JP)
MASHIMA KAZUSHI (JP)
TSURUGI HAYATO (JP)
KATO DAIKI (JP)
MURASE TOMOYA (JP)
TALODE JALINDAR BHAUSAHEB (JP)
Application Number:
PCT/JP2021/036517
Publication Date:
May 27, 2022
Filing Date:
October 01, 2021
Export Citation:
Assignee:
TOKUYAMA CORP (JP)
UNIV OSAKA (JP)
UNIV OSAKA (JP)
International Classes:
C07C45/61; C07C49/784; C07C49/84; C07C67/28; C07C69/157; C07D295/192; C07D333/22
Domestic Patent References:
| WO2016098016A1 | 2016-06-23 | |||
| WO2010043682A2 | 2010-04-22 | |||
| WO2015012110A1 | 2015-01-29 | |||
| WO2012012776A1 | 2012-01-26 |
Other References:
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JAVIER GARCIA, MATA ERNESTO G., TICE COLIN M., HORMANN ROBERT E., NICOLAS ERNESTO, ALBERICIO FERNANDO, MICHELOTTI ENRIQUE L.: "Evaluation of Solution and Solid-Phase Approaches to the Synthesis of Libraries of α,α-Disubstituted-α-acylaminoketones", JOURNAL OF COMBINATORIAL CHEMISTRY, vol. 7, no. 6, 1 November 2005 (2005-11-01), pages 843 - 863, XP055071484, ISSN: 15204766, DOI: 10.1021/cc0500396
PAUL BOWLES, STEVEN J. BRENEK, STéPHANE CARON, NGA M. DO, MICHELE T. DREXLER, SHENGQUAN DUAN, PASCAL DUBé, ERIC C. HANSE: "Commercial Route Research and Development for SGLT2 Inhibitor Candidate Ertugliflozin", ORGANIC PROCESS RESEARCH & DEVELOPMENT, vol. 18, no. 1, 17 January 2014 (2014-01-17), US , pages 66 - 81, XP055283061, ISSN: 1083-6160, DOI: 10.1021/op4002802
NAKAMURA EIICHI, MASAHIKO ISAKA: "Synthetic Reactions with Organocopper Reagents", JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY, vol. 49, no. 10, 1 January 1991 (1991-01-01), JP , pages 902 - 908, XP055931580, ISSN: 0037-9980, DOI: 10.5059/yukigoseikyokaishi.49.902
MAEGAWA TOMOHIRO, FUJIOKA HIROMICHI: "Gilman reagent", JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY, vol. 71, no. 7, 1 July 2013 (2013-07-01), pages 731 - 731, XP055931591, ISSN: 0037-9980, DOI: 10.5059/yukigoseikyokaishi.71.731
J. MED. CHEM., vol. 51, 2008, pages 1145 - 1149
ORG. LETT., vol. 16, 2014, pages 4090 - 4093
J. ORG. CHEM., vol. 54, 1989, pages 610 - 612
TETRAHEDRON LETTERS, vol. 43, 2002, pages 1039 - 1042
CHEM. EUR. J., vol. 24, 2018, pages 8774 - 8778
ANGEW CHEM. INT. ED, vol. 45, 2006, pages 2958
JAVIER GARCIA, MATA ERNESTO G., TICE COLIN M., HORMANN ROBERT E., NICOLAS ERNESTO, ALBERICIO FERNANDO, MICHELOTTI ENRIQUE L.: "Evaluation of Solution and Solid-Phase Approaches to the Synthesis of Libraries of α,α-Disubstituted-α-acylaminoketones", JOURNAL OF COMBINATORIAL CHEMISTRY, vol. 7, no. 6, 1 November 2005 (2005-11-01), pages 843 - 863, XP055071484, ISSN: 15204766, DOI: 10.1021/cc0500396
PAUL BOWLES, STEVEN J. BRENEK, STéPHANE CARON, NGA M. DO, MICHELE T. DREXLER, SHENGQUAN DUAN, PASCAL DUBé, ERIC C. HANSE: "Commercial Route Research and Development for SGLT2 Inhibitor Candidate Ertugliflozin", ORGANIC PROCESS RESEARCH & DEVELOPMENT, vol. 18, no. 1, 17 January 2014 (2014-01-17), US , pages 66 - 81, XP055283061, ISSN: 1083-6160, DOI: 10.1021/op4002802
NAKAMURA EIICHI, MASAHIKO ISAKA: "Synthetic Reactions with Organocopper Reagents", JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY, vol. 49, no. 10, 1 January 1991 (1991-01-01), JP , pages 902 - 908, XP055931580, ISSN: 0037-9980, DOI: 10.5059/yukigoseikyokaishi.49.902
MAEGAWA TOMOHIRO, FUJIOKA HIROMICHI: "Gilman reagent", JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY, vol. 71, no. 7, 1 July 2013 (2013-07-01), pages 731 - 731, XP055931591, ISSN: 0037-9980, DOI: 10.5059/yukigoseikyokaishi.71.731
J. MED. CHEM., vol. 51, 2008, pages 1145 - 1149
ORG. LETT., vol. 16, 2014, pages 4090 - 4093
J. ORG. CHEM., vol. 54, 1989, pages 610 - 612
TETRAHEDRON LETTERS, vol. 43, 2002, pages 1039 - 1042
CHEM. EUR. J., vol. 24, 2018, pages 8774 - 8778
ANGEW CHEM. INT. ED, vol. 45, 2006, pages 2958
Attorney, Agent or Firm:
NAKAMURA Yukitaka et al. (JP)
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