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Title:
METHOD FOR PRODUCING OPTICALLY ACTIVE 2-HYDROXY ESTER AND NOVEL INTERMEDIATE COMPOUND
Document Type and Number:
WIPO Patent Application WO/2010/104034
Kind Code:
A1
Abstract:
Disclosed is a method for producing an optically active 2-hydroxy ester, comprising selectively esterifying one enantiomer of a racemic 2-hydroxy ester in a solvent containing a catalyst such as tetramisole or benzotetramisole, and a carboxylic acid anhydride, or a carboxylic acid anhydride and a carboxylic acid. In particular, in the case where the solvent contains a carboxylic acid anhydride, but does not contain a carboxylic acid, as the carboxylic acid anhydride, a carboxylic acid anhydride containing a tertiary or quaternary carbon atom in the α-position is used. On the other hand, in the case where the solvent contains a carboxylic acid anhydride and a carboxylic acid, as the carboxylic acid, a carboxylic acid containing a tertiary or quaternary carbon atom in the α-position is used.

Inventors:
SHIINA, Isamu (1-3 Kagurazaka, Shinjuku-k, Tokyo 01, 〒1628601, JP)
椎名 勇 (〒01 東京都新宿区神楽坂一丁目3番地 学校法人東京理科大学内 Tokyo, 〒1628601, JP)
Application Number:
JP2010/053789
Publication Date:
September 16, 2010
Filing Date:
March 08, 2010
Export Citation:
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Assignee:
TOKYO UNIVERSITY OF SCIENCE EDUCATIONAL FOUNDATION ADMINISTRATIVE ORGANIZATION (1-3 Kagurazaka, Shinjuku-ku Tokyo, 01, 〒1628601, JP)
学校法人東京理科大学 (〒01 東京都新宿区神楽坂一丁目3番地 Tokyo, 〒1628601, JP)
SHIINA, Isamu (1-3 Kagurazaka, Shinjuku-k, Tokyo 01, 〒1628601, JP)
International Classes:
C07C67/08; C07C69/24; C07C69/612; C07C69/76; C07F7/18; C07B53/00; C07B57/00; C07B61/00
Domestic Patent References:
WO2009113428A12009-09-17
WO2008140074A12008-11-20
WO2008140074A12008-11-20
Other References:
TETRAHEDRON LETTERS, vol. 49, no. 10, 2008, pages 1601 - 1604, XP022457888
TETRAHEDRON LETTERS, vol. 48, no. 47, 2007, pages 8314 - 8317, XP022313021
ORGANIC LETTERS, vol. 8, no. 7, 2006, pages 1351 - 1354, XP008165251
ORGANIC LETTERS, vol. 8, no. 21, 2006, pages 4859 - 4861, XP008129981
"The First Total Synthesis of (-) and (+)-2-Hydroxy-24-oxooctacosanolide Using anEffective Lactonization", ORGANIC LETTERS, vol. 8, no. 21, 2006, pages 4955 - 4958, XP055094267
HETEROCYCLES, vol. 77, no. 2, 2009, pages 801 - 810, XP008165253
See also references of EP 2407447A4
ADV. SYNTH. CATAL., vol. 343, 2001, pages 547 - 558
KAGAN ET AL., TOP. STEREOCHEM., vol. 18, 1988, pages 249 - 330
Attorney, Agent or Firm:
SHOBAYASHI, Masayuki (Takase Bldg, 25-8 Higashi-ikebukuro 1-chome, Toshima-k, Tokyo 13, 〒1700013, JP)
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