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1. WO2000039324 - METHOD FOR PRODUCING OPTICALLY ACTIVE 1-AMINO-4-(HYDROXYMETHYL)-CYCLOPENT-2-ENE DERIVATIVES

Publication Number WO/2000/039324
Publication Date 06.07.2000
International Application No. PCT/EP1999/010382
International Filing Date 23.12.1999
Chapter 2 Demand Filed 27.06.2000
IPC
C12P 13/02 2006.01
CCHEMISTRY; METALLURGY
12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
13Preparation of nitrogen-containing organic compounds
02Amides, e.g. chloramphenicol
C12P 41/00 2006.01
CCHEMISTRY; METALLURGY
12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
41Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
CPC
C12P 13/02
CCHEMISTRY; METALLURGY
12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
13Preparation of nitrogen-containing organic compounds
02Amides, e.g. chloramphenicol ; or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes
C12P 41/004
CCHEMISTRY; METALLURGY
12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
41Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
003by ester formation, lactone formation or the inverse reactions
004by esterification of alcohol- or thiol groups in the enantiomers or the inverse reaction
Applicants
  • LONZA AG [CH/CH]; Münchensteinerstrasse 38 CH-4052 Basel, CH (AllExceptUS)
  • BRIEDEN, Walter [DE/CH]; CH (UsOnly)
  • ETTER, Kay-Sara [CH/CH]; CH (UsOnly)
  • PETERSEN, Michael [DE/CH]; CH (UsOnly)
Inventors
  • BRIEDEN, Walter; CH
  • ETTER, Kay-Sara; CH
  • PETERSEN, Michael; CH
Agents
  • RITTHALER, Wolfgang ; Winter, Brandl et al. Alois-Steinecker-Str. 22 D-85354 Freising, DE
Priority Data
60/145,99929.07.1999US
98124570.723.12.1998EP
Publication Language German (DE)
Filing Language German (DE)
Designated States
Title
(DE) VERFAHREN ZUR HERSTELLUNG VON OPTISCH AKTIVEN 1- AMINO-4- (HYDROXYMETHYL)- CYCLOPENT-2- EN-DERIVATEN
(EN) METHOD FOR PRODUCING OPTICALLY ACTIVE 1-AMINO-4-(HYDROXYMETHYL)-CYCLOPENT-2-ENE DERIVATIVES
(FR) PROCEDE DE PRODUCTION DE DERIVES 1-AMINO-4-(HYDROXYMETYL)-CYCLOPENT-2-ENE OPTIQUEMENT ACTIFS
Abstract
(DE)
Beschrieben wird ein neues Verfahren zur Herstellung von enantiomerenangereicherten 1- Amino-4-(hydroxymethyl)-cyclopent- 2-en-Derivaten der allgemeinen Formeln (I), (II), worin R1 Wasserstoff oder einen gegebenenfalls substituierten C1-8- Alkylrest, Arylrest oder Cycloalkylrest bedeutet und R2 gegebenenfalls substituiertes Acyl bedeutet, umfassend die Umsetzung eines racemischen 1-Amino-4- (hydroxymethyl)-cyclopent- 2-en-Derivats der allgemeinen Formel (III), worin R1 die genannte Bedeutung hat, mittels einer Hydrolase in Gegenwart eines Acylierungsmittels.
(EN)
The invention relates to a new method for producing enantiomer-enriched 1-amino-4-(hydroxymethyl)-cyclopent-2-ene derivatives of the general formulae (I) and (II) in which R1 is hydrogen or a possibly substituted C1-8 alkyl rest, aryl rest or cycloalkyl rest and R2 is a possibly substituted acyl. According to said method a racemic 1-amino-4-(hydroxymethyl)-cyclopent-2-ene derivative of general formula (III), in which R1 has the meaning given above, is converted using a hydrolase and in the presence of an acylation agent.
(FR)
L'invention concerne un nouveau procédé de production de dérivés 1-amino-4-(hydroxyméthyl)-cyclopent-2-ène enrichis en énantiomères, correspondant aux formules générales (I), (II), dans laquelle R1 représente hydrogène ou un reste alkyle C1-8 éventuellement substitué, un reste aryle ou un reste cycloalkyle, et R2 représente un reste acyle éventuellement substitué, ledit procédé comprenant la transformation, au moyen d'une hydrolase et en présence d'un agent d'acylation, d'un dérivé racémique 1-amino-4-(hydroxyméthyl)-cyclopent-2-ène correspondant à la formule générale (III), dans laquelle R1 a la signification susmentionnée.
Also published as
CZPV2001-2168
NO20013037
SK200100881
SK8812001
US09888068
Latest bibliographic data on file with the International Bureau