Process for producing camptothecin

Details Process for producing camptothecin Process for producing camptothecin

C - Chemistry, Metallurgy

07

D

C07D 491/22 (2006.01) A61K 31/4745 (2006.01) A61P 35/00 (2006.01)

Patent

CA 2402364

Problem: A large scale production of camptothecin, which is a starting compound of irinotecan hydrochloride and various camptothecin derivatives, at a low cost and with ease. Solution: A process for preparing camptothecin, characterized in that it comprises the following steps (a) and (b); (a) the step to hydrolyze 9-methoxycamptothecin or a natural material containing 9-methoxycamptothecin; (b) the step to convert 9-hydroxycamptothecin obtained in the step (a) into camptothecin by 9-O-perfluoro-lower-alkylsulfonylation or 9-O-phenyltetrazolylation, followed by hydrogenolysis.

L'invention concerne un procédé pour produire économiquement une grande quantité de camptothécine, qui est le composé de départ du chlorhydrate d'irinotécane et de divers dérivés de la camptothécine, lequel procédé est caractérisé par les deux étapes suivantes (a) et (b) : (a) hydrolyse de la 9-méthoxycamptothécine ou d'un matériau naturel contenant de la 9-méthoxycamptothécine ; et (b) transformation de la 9-hydroxycamptothécine obtenue dans l'étape (a) en un 9-o-perfluoro(alkyle inférieur)sulfonyle ou en un dérivé 9-o-phényltétrazolyle, laquelle transformation est suivie de l'hydrogénolyse afin d'obtenir la camptothécine.

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