Title:
PRODUCTION OF OPTICALLY ACTIVE COMPOUND
Document Type and Number:
Japanese Patent JP2743797
Kind Code:
B2
Abstract:
PURPOSE: To obtain an allyl alcoholic derivative useful as a raw material for producing an optically active γ-lactone derivative to be a key intermediate for prostaglandin by reducing an optically active ethynyl alcoholic derivative.
CONSTITUTION: A compound of formula I (R1 is 1-12C group selected from alkyl which may have alkoxy, cycloalkyl and aralkyl having hetero-atom in aromatic ring or alkyl group; R2 is H or a readily releasable protecting group selected from acyl, silyl, aralkyl and alkyloxyalkyl; * indicates asymmetric carbon atom) is made to react with lithium aluminum hydride, etc., in a solvent such as THF at 40-80°C to reduce the triple bond into trans double bond. Thereby, the objective compound of formula II is obtained. The compound of formula II is used as a starting raw material to simply and efficiently afford an optically active γ-lactone derivative of formula III which is a key intermediate for synthesizing prostaglandin according to the method of G. Stork.
Inventors:
Takashi Takahashi
Yoshikazu Takehira
Yoshikazu Takehira
Application Number:
JP29322793A
Publication Date:
April 22, 1998
Filing Date:
November 24, 1993
Export Citation:
Assignee:
Daiso Co., Ltd.
International Classes:
C07B53/00; C07D307/33; C07D317/18; C07D317/22; C07D317/26; C07D317/30; C07F7/18; (IPC1-7): C07D317/18; C07B53/00; C07F7/18