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Title:
PRODUCTION OF OPTICALLY ACTIVE ALCOHOL
Document Type and Number:
Japanese Patent JP3687138
Kind Code:
B2
Abstract:

PURPOSE: To obtain an optically active alcohol having high optical purity by using a metal borohydride easily available on an industrial scale at a low cost as a hydrogen source.
CONSTITUTION: The objective optically active alcohol is produced by reacting (I) an asymmetric reducing agent derived from (A) an optically active amino alcohol of formula [R1 is H, a lower alkyl or a (substituted)aralkyl; R2 to R5 are each H, a lower alkyl, a (substituted)aryl or a (substituted)aralkyl] (e.g. norephedrine), (B) a metal borohydride (e.g. sodium borohydride) and (C) a Lewis acid (e.g. zinc chloride) or (D) a lower dialkyl sulfate (e.g. dimethyl sulfate) with (II) an asymmetric ketone of preferably formula, R6-CO-R7 [R6 and R7 are each a (substituted)alkyl, a (substituted)aryl or a (substituted)aralkyl], e.g. 2-bromo-3'chloroacetophenone. The amounts of the component A and the component B are 0.01-0.5mol and 0.3-3mol (in terms of borane) based on 1mol of the component E, respectively.


Inventors:
Saito Kenji
Tokurou Yoneya
Fujiwara Azusa
Yukio Yone
Takeo Suzukamo
Application Number:
JP15607295A
Publication Date:
August 24, 2005
Filing Date:
June 22, 1995
Export Citation:
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Assignee:
Sumitomo Chemical Co., Ltd.
International Classes:
C07D317/54; C07B53/00; C07C29/143; C07C33/22; C07C33/24; C07C33/46; C07C41/22; C07C41/26; C07C43/23; (IPC1-7): C07C29/143; C07B53/00; C07C33/22; C07C33/24; C07C33/46; C07C41/26; C07C43/23; C07D317/54
Domestic Patent References:
JP60174772A
JP7109231A
JP9067284A
Foreign References:
WO1985004401A1
Other References:
J. Chem. Soc. Perkin Trans. I,1989, No.8,p.1548-1549
Attorney, Agent or Firm:
Takashi Kuboyama