Method of producing chiral alcohols

C - Chemistry – Metallurgy – 12 – P

Patent

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Details

C12P 7/04 (2006.01) C07C 31/34 (2006.01) C07C 233/05 (2006.01) C12P 7/16 (2006.01) C12P 13/02 (2006.01)

Patent

CA 2585411

The invention relates to a method for producing an enantiopure alcohol of general formula (Ia) or (Ib), wherein R1, R2, R.3, R4, R5 and R6 each represent hydrogen, halogen, a C1-C6 alkyl or C1-C6 alkoxy group, with the proviso that at least one of the groups R1, R2, R3, R4, R5 and R6 is different from the remaining five groups and with the additional proviso that at least one of the groups R1, R2, R3, R4, R5 and R6 is a halogen. The invention is characterized in that a ketone of general formula (II), wherein R1, R2, R3, R4, R5 and R6 are defined as above, is enzymatically reduced in the presence of an S-specific or R-specific dehydrogenase/oxidoreductase using NADH or NADPH as the cofactor.

L'invention concerne un procédé de production d'un alcool exempt d'énantiomère de la formule générale (Ia) ou (Ib) où R1, R2, R.3, R4, R5 et R6 représentent respectivement un hydrogène, halogène, un groupe C1-C6-alkyle ou C1-C6-alcoxy sous réserve qu'au moins un des groupes R1, R2, R3, R4, R5 et R6 soit différent des cinq autres groupes et sous réserve qu'au moins un des groupes R1, R2, R3, R4, R5 et R6 représente un halogène. Selon ce procédé, une cétone de la formule générale (II) où R1, R2, R3, R4, R5 et R6 ont la signification susmentionnée, soit réduite par voie enzymatique en présence d'une déshydrogénase/oxydoréductase spécifique S ou R à l'aide de NADH ou de NADPH comme cofacteur.

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