PRODUCTION OF OPTICALLY ACTIVE THIOL - KANEGAFUCHI CHEMICAL IND

Title:

PRODUCTION OF OPTICALLY ACTIVE THIOL

Document Type and Number:

Japanese Patent JPS58124764

Kind Code:

A

Abstract:

PURPOSE: N-Chloroalkanoylaminoacid or its salt and a specifically excessive amount of alkali trithiocarbonate are heated to cause reaction then hydrolyzed to produce the titled compound used as an antihypertension under mild reaction conditions in high yield and purity.

CONSTITUTION: The reaction between N-(3-chloro-2-D-methylpropanoyl)-L-proline or N-(3-chloro-2-D-methylpropanoyl)-L-thiazolidine of formulaI(Y is CH2, S) or their salt and more than 1.5 times molar quantity, preferably 1.5W2 times molar quantity of alkali trithiocarbonate is carried out in a solvent by heating, then the product is hydrolyzed using an acid such as sulfuric acid to give optically active N-(3-mercapto-2-D-methylpropanoyl)-L-proline or N-(3-mercapto-2-D- methylpropanoyl)-L-thiazolidine-4-carboxylic acid. The reaction temperature is 60W90°C. This process inhibits the formation of monosulfide as a by-product.

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Inventors:

OOHASHI TAKEHISA
SHIMAZAKI MASAMI
NOMURA KENJI
NOSE KIYOUJI
WATANABE KIYOSHI

Application Number:

JP780382A

Publication Date:

July 25, 1983

Filing Date:

January 20, 1982

Export Citation:

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Assignee:

KANEGAFUCHI CHEMICAL IND

International Classes:

C07D207/16; C07D277/06; (IPC1-7): C07D207/16; C07D277/06

Domestic Patent References:

JPS56100760A

1981-08-12

Attorney, Agent or Firm:

Shinichi Asano

Previous Patent: JPS58124763

Next Patent: PYRROLE DERIVATIVE, ITS PREPARATION, AND ANTIFUNGAL CONTAINING THE SAME AS ACTIVE INGREDIENT