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Title:
METHOD FOR MANUFACTURING OPTICALLY ACTIVE CARBOXYLIC ACID ESTER
Document Type and Number:
WIPO Patent Application WO/2012/169575
Kind Code:
A1
Abstract:
A method that manufacturers an optically active carboxylic acid ester at high yield and high enantioselectivity is provided. An optically active carboxylic acid ester is manufactured at high yield and high enantioselectivity by reacting a racemic carboxylic acid and a specific alcohol or phenol derivatives in a polar solvent having a dipole moment of 3.0 or higher in the presence of an acid anhydride and an asymmetric catalyst, esterifying one enantiomer of the racemic carboxylic acid at high selectivity, and increasing the amount of esterified carboxylic acid by racemizing the optically active carboxylic acid which is the other enantiomer not used in esterification.

Inventors:
SHIINA ISAMU (JP)
NAKATA KENYA (JP)
ONO KEISUKE (JP)
Application Number:
PCT/JP2012/064647
Publication Date:
December 13, 2012
Filing Date:
June 07, 2012
Export Citation:
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Assignee:
UNIV TOKYO SCI EDUC FOUND (JP)
SHIINA ISAMU (JP)
NAKATA KENYA (JP)
ONO KEISUKE (JP)
International Classes:
B01J31/02; C07C67/08; C07C67/48; C07C69/612; C07C69/616; C07C69/65; C07C69/734; C07C69/738; C07D207/337; C07D209/26; C07D209/46; C07D209/88; C07D317/68; C07D333/24; C07D491/052; C07B57/00; C07B61/00
Domestic Patent References:
WO2009113428A12009-09-17
WO2008140074A12008-11-20
WO2009113428A12009-09-17
Other References:
KEISUKE ONO ET AL.: "Fusei Ester-ka Hanno o Mochiita Racemic Carboxylic Acid no Sokudoronteki Kogaku Bunkatsu ni Okeru Yobai Koka", 91ST ANNUAL MEETING OF THE CHEMICAL SOCIETY OF JAPAN IN SPRING (2011) KOEN YOKOSHU IV, 11 March 2011 (2011-03-11), pages 1228, XP008172952
BIRMAN, V. B.; LI, X., ORG. LETT., vol. 8, no. 7, 2006, pages 1351 - 1354
BIRMAN, V. B.; GUO, L., ORG. LETT., vol. 8, no. 21, 2006, pages 4859 - 4861
EBBERS, E. J. ET AL., TETRAHEDRON, vol. 53, no. 28, 1997, pages 9417 - 9476
KAGAN, TOP. STEREOCHEM., vol. 18, 1988, pages 249 - 330
See also references of EP 2719679A4
Attorney, Agent or Firm:
SHOBAYASHI, Masayuki (JP)
Right wood Masayuki (JP)
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Claims: