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Title:
PREPARATION OF OPTICALLY ACTIVE MERCAPTOCARBOXYLIC ACID
Document Type and Number:
Japanese Patent JPS5855453
Kind Code:
A
Abstract:

PURPOSE: To obtain the titled compound which is a synthetic raw material of a sulfur-containing amino acid derivative useful as a hypotensor, etc., in high purity, by reacting a specific optically active halogen compound with a thiosulfate or a trithiocarbonate, and hydrolyzing the reaction product with an acid.

CONSTITUTION: An optically active compound of formulaI(X is halogen; n is 1W3; R1 is H or 1W4C alkyl; R2 is H or 1W4C alkyl; provided that when R1 is H, then R2 is not H; R3 is carboxyl, etc.) is made to react either with a thiosulfate to obtain the compound of formulaI-1 (Mis alkali metal, alkaline earth metal or ammonium) or with a trithiocarbonate to obtain the compound of formulaI-2. The reaction product is hydrolyzed with an acid (e.g. hydrochloric acid) to obtain the objective compound of formula II. The use of a thiosulfate or trithiocarbonate as a thiolation agent is effective to suppress the by-production of monosulfide compounds and to keep the optical activity of the raw material compound and the objective compound.


Inventors:
OOHASHI TAKEHISA
SHIMAZAKI MASAMI
NOMURA KENJI
KAN KAZUNORI
WATANABE KIYOSHI
Application Number:
JP15554981A
Publication Date:
April 01, 1983
Filing Date:
September 29, 1981
Export Citation:
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Assignee:
KANEGAFUCHI CHEMICAL IND
International Classes:
C07C319/02; C07B53/00; C07C67/00; C07C313/00; C07C319/04; C07C323/52; (IPC1-7): C07C148/00; C07C149/20
Attorney, Agent or Firm:
Shinichi Asano