Title:
PROCESS FOR PREPARING OPTICALLY ACTIVE BETA-AMINOCARBOXYLIC ACIDS FROM RACEMIC N-ACYLATED BETA-AMINOCARBOXYLIC ACIDS
Document Type and Number:
WIPO Patent Application WO2003080854
Kind Code:
A3
Abstract:
A process is described for preparing optically active beta-aminocarboxylic acids from racemic N-acylated beta-aminocarboxylic acids by enantioselective hydrolysis of the N-acylated beta-aminocarboxylic acid in the presence of a hydrolase by way of biocatalyst, wherein the N-acyl substituent of the N-acylated beta-aminocarboxylic acid (I) exhibits Structure I in which R<1>, R<2> are each selected, independently of one another, from H, halogen, alkyl residues, OH, alkoxy residues and aryloxy residues; R<3> is selected from halogen, alkoxy residues and aryloxy residues; (II) Structure IIA or IIB or the structure of the corresponding salts or (III) Structure III or the structure of the corresponding salt.
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Inventors:
GROEGER HARALD (DE)
TRAUTHWEIN HARALD (DE)
DRAUZ KARLHEINZ (DE)
BUCHHOLZ STEFAN (DE)
SACHERER CHRISTIANE (DE)
WERNER HELGE (DE)
TRAUTHWEIN HARALD (DE)
DRAUZ KARLHEINZ (DE)
BUCHHOLZ STEFAN (DE)
SACHERER CHRISTIANE (DE)
WERNER HELGE (DE)
Application Number:
PCT/EP2003/002336
Publication Date:
March 25, 2004
Filing Date:
March 07, 2003
Export Citation:
Assignee:
DEGUSSA (DE)
GROEGER HARALD (DE)
TRAUTHWEIN HARALD (DE)
DRAUZ KARLHEINZ (DE)
BUCHHOLZ STEFAN (DE)
SACHERER CHRISTIANE (DE)
WERNER HELGE (DE)
GROEGER HARALD (DE)
TRAUTHWEIN HARALD (DE)
DRAUZ KARLHEINZ (DE)
BUCHHOLZ STEFAN (DE)
SACHERER CHRISTIANE (DE)
WERNER HELGE (DE)
International Classes:
C12P41/00; C12R1/69; (IPC1-7): C12P41/00
Other References:
CHENAULT H K ET AL: "KINETIC RESOLUTION OF UNNATURAL AND RARELY OCCURRING AMINO ACIDS: ENANTIOSELECTIVE HYDROLYSIS OF N-ACYL AMINO ACIDS CATALYZED BY ACYLASE I", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, DC, US, vol. 111, no. 16, 2 August 1989 (1989-08-02), pages 6354 - 6364, XP000940668, ISSN: 0002-7863
CARDILLO G ET AL: "ENZYMATIC RESOLUTION OF ALPHA-ALKYL BETA-AMINO ACIDS USING IMMOBILIZED PENICILLIN G ACYLASE", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY. EASTON, US, vol. 61, no. 24, 1996, pages 8651 - 8654, XP002072500, ISSN: 0022-3263
PREIML M ET AL: "A new approach to beta-amino acids: biotransformation of N-protected beta-amino nitriles", TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 44, no. 27, 30 June 2003 (2003-06-30), pages 5057 - 5059, XP004430910, ISSN: 0040-4039
CARDILLO G ET AL: "ENZYMATIC RESOLUTION OF ALPHA-ALKYL BETA-AMINO ACIDS USING IMMOBILIZED PENICILLIN G ACYLASE", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY. EASTON, US, vol. 61, no. 24, 1996, pages 8651 - 8654, XP002072500, ISSN: 0022-3263
PREIML M ET AL: "A new approach to beta-amino acids: biotransformation of N-protected beta-amino nitriles", TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 44, no. 27, 30 June 2003 (2003-06-30), pages 5057 - 5059, XP004430910, ISSN: 0040-4039
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