Preparation of 17-phenyl- 18, 19, 20- trinor-pgf2.alpha. and...

Details Preparation of 17-phenyl- 18, 19, 20- trinor-pgf2.alpha. and... Preparation of 17-phenyl- 18, 19, 20- trinor-pgf2.alpha. and...

C - Chemistry, Metallurgy

07

C

C07C 405/00 (2006.01) A61K 31/557 (2006.01)

Patent

CA 2448631

The present invention provides a new and effective process for the synthesis of 17-phenyl-18,19,20-trinor-PGF2.alpha. and its derivatives, including the anti-glaucoma drugs Bimatoprost and Latanoprost. The benefit of the present invention rises inter alia from the fact that a major intermediate involved in the synthesis of the above compounds may be isolated from a mixture containing also an undesired isomer, by crystallization. In addition, the undesired isomer may be oxidized to give the starting compound, which is then recycled.

Cette invention concerne un procédé nouveau et efficace permettant d'effectuer la synthèse de 17-phényl-18,19,20-trinor-PGF¿2.alpha.? et de ses dérivés, y compris les médicaments anti-glaucome Bimatoprost et Latanoprost. L'avantage de cette invention réside notamment dans le fait qu'un intermédiaire principal impliqué dans la synthèse des composés susmentionnés peut être isolé par cristallisation à partir d'un mélange contenant également un isomère indésirable. En outre, l'isomère indésirable peut être oxydé afin de produire le précurseur, lequel est ensuite recyclé.

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