C - Chemistry – Metallurgy – 12 – P
Patent
C - Chemistry, Metallurgy
12
P
C12P 7/42 (2006.01) C12P 41/00 (2006.01)
Patent
CA 2417119
The invention relates to a method for the production of (R)- or (S)-8-chloro-6- hydroxyoctanoic acid alkyl esters of general formula (R)-II or (S)-II, where R = C1-4 alkyl, from 8-chloro-6-oxo-octanoic acid alkyl esters of general formula (I), where R has the above meaning. The production of the desired enantiomers is achieved biocatalytically by means of an enantioselective reaction, whereby the strains Mucor racemosus for (S)-II compounds and Geotrichum candidum for (R)-II compounds are used. The esters thus obtained can be sterospecifically converted to (R)-.alpha.-lipoic acid by conventional methodology.
L'invention concerne un procédé de fabrication d'alkyl esters d'acide 8-chloro-6-hydroxy-octanoïque (R) ou (S) des formules générales (R)-II ou (S)-II, R étant C¿1-4?-alkyle, à partir d'alkyl esters d'acide 8-chloro-6-oxo-octanoïque de la formule générale (I) dans laquelle R possède la signification donnée plus haut. La fabrication des énantiomères recherchés est effectuée de manière biocatalytique au cours d'une réduction énantiosélective faisant intervenir soit les souches Mucor racemus pour des composés (S)-II, soit Geotrichum candidum pour des composés (R)-II. Les esters obtenus peuvent être transformés stéréospécifiquement de manière connue en acide .alpha.-lipoïque (R).
Gewald Rainer
Olbrich Matthias
Sim & Mcburney
Viatris Gmbh & Co. Kg
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