Title:
METHOD FOR PRODUCING CIS-(-)-FLUOCINO PIPERIDOL
Document Type and Number:
WIPO Patent Application WO/2020/213714
Kind Code:
A1
Abstract:
The present invention provides a method in which when using (+)-dibenzoyl-D-tartaric acid to optically divide (±)-1-methyl-4-(2,4,6-trimethoxyphenyl)-3-piperidinone, an ether-based solvent is added and an extremely high yield of (R)-1-methyl-4-(2,4,6-trimethoxyphenyl)-3-piperidinone (+)-dibenzoyl-D-tartrate is thereby obtained, a slurry thereof is treated with a base, a "three-dimensionally bulky reducing agent" is subsequently used, and cis-(-)-fluocino piperidol is thereby produced with surprisingly high selectivity.
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Inventors:
TATAMIDANI HIROTO (JP)
TSUYUMINE SHINJIRO (JP)
TAKAHASHI YOKO (JP)
TSUYUMINE SHINJIRO (JP)
TAKAHASHI YOKO (JP)
Application Number:
PCT/JP2020/016885
Publication Date:
October 22, 2020
Filing Date:
April 17, 2020
Export Citation:
Assignee:
SUMITOMO DAINIPPON PHARMA CO LTD (JP)
International Classes:
C07D211/42; C07B53/00; C07B57/00
Domestic Patent References:
| WO1998013344A1 | 1998-04-02 |
Foreign References:
| US5849733A | 1998-12-15 |
Other References:
KIM, K. S. ET AL.: "THIO- AND OXOFLAVOPIRIDOLS, CYCLIN-DEPENDENT KINASE 1-SELECTIVE INHIBITORS: SYNTHESIS AND BIOLOGICAL EFFECTS", J.MED.CHEM., vol. 43, no. 22, 2000, pages 4126 - 4134, XP001164261, DOI: 10.1021/jm000231g
"The fifth series of experimental chemistry 14, Synthesis of Organic Compounds II -alcohol and amine", THE CHEMICAL SOCIETY OF JAPAN, 2005
"The fourth series of experimental chemistry, 26, Organic Synthesis VIII -asymmetric synthesis, reduction, sugar, labeled compound", THE CHEMICAL SOCIETY OF JAPAN, 1992, pages 222
"The fifth series of experimental chemistry 17, Synthesis of Organic Compounds V -oxidation reaction", THE CHEMICAL SOCIETY OF JAPAN, 2004, pages 223 - 247
"The fifth series of experimental chemistry 14, Synthesis of Organic Compounds II -alcohol and amine", THE CHEMICAL SOCIETY OF JAPAN, 2005
"The fourth series of experimental chemistry, 26, Organic Synthesis VIII -asymmetric synthesis, reduction, sugar, labeled compound", THE CHEMICAL SOCIETY OF JAPAN, 1992, pages 222
"The fifth series of experimental chemistry 17, Synthesis of Organic Compounds V -oxidation reaction", THE CHEMICAL SOCIETY OF JAPAN, 2004, pages 223 - 247
Attorney, Agent or Firm:
YAMAMOTO Shusaku et al. (JP)
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