Title:
PROCESS FOR PRODUCING OPTICALLY ACTIVE 2-ALKYLCYSTEINE, DERIVATIVE THEREOF, AND PROCESSES FOR PRODUCTION
Document Type and Number:
WIPO Patent Application WO/2005/049557
Kind Code:
A1
Abstract:
A process for producing an optically active 2-alkylcysteine or a salt thereof, characterized by comprising causing cells of a microorganism or a product of treatment of the cells, the microorganism having the ability to stereoselectively hydrolyze the amide bond of a 2-alkyl-L-cysteinamide or a salt thereof, to act on a mixture of the D and L isomers of either a 2-alkylcysteinamide or a salt thereof and then reacting the resultant 2-alkyl-L-cysteine and 2-alkyl-D-cysteinamide with an aldehyde, a ketone, or an acetal or ketal of either to yield a 4-alkylthiazolidine-4-carboxylic acid or salt thereof and a 4-alkylthiazolidine-4-carboxamide or salt thereof and thereby efficiently isolate either of the 2-alkyl-L-cysteine or salt thereof and the 2-alkyl-D-cysteine or salt thereof. Also provided is a process for producing a 4-alkylthiazolidine-4-carboxylic acid or salt thereof from a 2-alkylcysteine or salt thereof.
Inventors:
HIGUCHI YASUSHI (JP)
TANAKA AKINORI (JP)
HASEMI RYUJI (JP)
SUGITA MASAKI (JP)
TANAKA AKINORI (JP)
HASEMI RYUJI (JP)
SUGITA MASAKI (JP)
Application Number:
PCT/JP2004/017140
Publication Date:
June 02, 2005
Filing Date:
November 18, 2004
Export Citation:
Assignee:
MITSUBISHI GAS CHEMICAL CO (JP)
HIGUCHI YASUSHI (JP)
TANAKA AKINORI (JP)
HASEMI RYUJI (JP)
SUGITA MASAKI (JP)
HIGUCHI YASUSHI (JP)
TANAKA AKINORI (JP)
HASEMI RYUJI (JP)
SUGITA MASAKI (JP)
International Classes:
C07B53/00; C07B57/00; C07C319/02; C07D277/06; C07D277/60; C12P13/12; C07C323/58; (IPC1-7): C07C319/02; C07C323/58; C07D277/06; C07B53/00; C07B57/00
Foreign References:
| JP2000309572A | 2000-11-07 | |||
| JP2002315597A | 2002-10-29 | |||
| JP2002034593A | 2002-02-05 |
Other References:
PATTENDEN ET AL.: "Enantioselective synthesis of 2-alkyl substituted cysteines", TETRAHEDRON, vol. 49, no. 10, 1993, pages 2131 - 2138, XP002174899
SHIRAIWA T. ET AL.: "Asymmetric transformation of (RS)_cysteine via formation of (RS)-4-thiazolidinecarboxylic acids", BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, vol. 62, no. 1, 1998, pages 109 - 113, XP002318319
SHIRAIWA T. ET AL.: "Asymmetric transformation of (RS)_cysteine via formation of (RS)-4-thiazolidinecarboxylic acids", BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, vol. 62, no. 1, 1998, pages 109 - 113, XP002318319
Attorney, Agent or Firm:
Ide, Masatake (Gobancho Grand Bldg. 3-1, Gobancho, Chiyoda-k, Tokyo 76, JP)
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