Semi-synthesis of taxane intermediates from...

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 305/14 (2006.01)

Patent

CA 2583366

A method is provided for the semi-synthesis of taxane intermediates useful in the preparation of paclitaxel and docetaxel from 9-dihydro-13~acetylbaccatin III. The preparation of a suitably protected baccatin III backbone from 9- dihydro-13-acetylbaccatin III, and the insertion of the phenylisoserine side chain onto the protected baccatin III from 9-dihydro-13-acetylbaccatin III to form the taxane derivatives, paclitaxel and docetaxel is disclosed.

La présente invention concerne un procédé permettant la semi-synthèse d'intermédiaires taxane convenant à l'élaboration de paclitaxel et de docétaxel à partir de la 9-dihydro-13-acétylbaccatine III. L'invention concerne plus particulièrement l'élaboration, à partir de la 9-dihydro-13-acétylbaccatine III, d'un squelette de baccatine III convenablement protégé, et l'insertion de la chaîne latérale phénylisosérine sur la baccatine III obtenue à partir de la 9-dihydro-13-acétylbaccatine III, de façon à former les paclitaxel et docétaxel qui sont des dérivés taxane.

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