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Title:
PROCESS FOR PRODUCING OPTICALLY ACTIVE ESTER
Document Type and Number:
WIPO Patent Application WO/2007/023906
Kind Code:
A1
Abstract:
A process for producing an optically active 2-hydroxybutyric ester (1), characterized by reacting an optically active 2,3-epoxybutyric ester (2) with a thiol compound in the presence of scandium trifluoromethanesulfonate or ytterbium trifluoromethanesulfonate to obtain a compound (3) and subjecting it to a desulfurization reaction. (2) → (3) → (1) [In the formulae, R represents C1-6 alkyl or C7-8 aralkyl; R1 represents C1-12 alkyl or phenyl; and * indicates absolute S- or R-configuration.] The process enables an optically active 2-hydroxybutyric ester having a high optical purity to be obtained in a high yield.

Inventors:
ARAKI, Takaaki (2-17-43-307, Noguchi-cho Higashimurayama-sh, Tokyo 22, 1890022, JP)
荒木 崇彰 (〒22 東京都東村山市野口町2-17-43-307 Tokyo, 1890022, JP)
YAMAZAKI, Yukiyoshi (1-12-13-406, Hon-cho Higashimurayama-sh, Tokyo 14, 1890014, JP)
Application Number:
JP2006/316624
Publication Date:
March 01, 2007
Filing Date:
August 24, 2006
Export Citation:
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Assignee:
KOWA CO., LTD. (6-29, Nishiki 3-chome Naka-ku, Nagoya-sh, Aichi 25, 4608625, JP)
興和株式会社 (〒25 愛知県名古屋市中区錦三丁目6番29号 Aichi, 4608625, JP)
ARAKI, Takaaki (2-17-43-307, Noguchi-cho Higashimurayama-sh, Tokyo 22, 1890022, JP)
荒木 崇彰 (〒22 東京都東村山市野口町2-17-43-307 Tokyo, 1890022, JP)
International Classes:
C07C67/317; C07C19/14; C07C69/675; C07C323/52; C07B53/00
Foreign References:
JPH0436195A1992-02-06
Other References:
RIEGO J. ET AL.: 'Regioselective AlPO4-Al2O3 Promoted Ring-Opening of 2,3-Epoxy Esters' CHEMISTRY LETTERS no. 9, 1986, pages 1565 - 1568, XP002057815
AGGARWAL V.K. ET AL.: 'Highly Enantioselective Darzens Reaction of a Camphor-Derived Sulfonium Amide to Give Glycidic Amides and Their Applications in Synthesis' J. AM. SOC. vol. 124, no. 34, 2002, pages 9964 - 9965, XP002248625
KANG S.-K. ET AL.: 'Highly Regioselective Nucleophilic Substitution of Cyclic Carbonates of threo-2,3-Dihydroxy Esters: Synthesis of Optically Pure beta-Hydroxy Esters' J. CHEM. SOC. PERKIN TRANS. I no. 24, 1994, pages 3513 - 3514, XP002161551
See also references of EP 1918271A1
Attorney, Agent or Firm:
THE PATENT CORPORATE BODY ARUGA PATENT OFFICE (Kyodo Bldg, 3-6 Nihonbashiningyocho, 1-chom, Chuo-ku Tokyo 13, 1030013, JP)
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