Process for the preparation of prostaglandin precursors

Details Process for the preparation of prostaglandin precursors Process for the preparation of prostaglandin precursors

C - Chemistry, Metallurgy

12

P

C12P 7/62 (2006.01) C07C 43/23 (2006.01) C07F 7/18 (2006.01) C12P 7/22 (2006.01) C12P 11/00 (2006.01) C12P 41/00 (2006.01)

Patent

CA 2366637

A propargylic alcohol, enriched in the (R)-enantiomer, has formula (I) wherein R is C1-4 alkoxy, halogen, or C1-4 alkyl optionally substituted by OH or halogen. This may be prepared by the steps of: (a) enantioselective (R)-esterification of the racemic alcohol using an acyl donor and a first enzyme; (b) removal of the unreacted (S)-alcohol; and (c) enantioselective hydrolysis of the (R)-ester, using a second enzyme. The alcohol can be converted to a prostaglandin by known means.

La présente invention concerne un alcool propargylique, enrichi en enantiomère-(R), de formule (I) dans laquelle R est alcoxy en C¿1?-C¿4?, halogène, ou alkyle en C¿1?-C¿4? éventuellement substitué par OH ou halogène. Le procédé de sa préparation comporte les étapes suivantes: (a) estérification-(R) énantiosélective de l'alcool racémique au moyen d'un donneur d'acyle et d'une première enzyme; (b) prélèvement de l'alcool-(S) qui n'a pas participé à la réaction; et (c) hydrolyse enantiosélective de l'ester-(R), au moyen d'une deuxième enzyme. L'alcool peut être converti en une prostaglandine par des moyens connus.

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