Method for preparing docetaxel

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 305/14 (2006.01)

Patent

CA 2596696

The invention concerns a method for preparing docetaxel from paclitaxel, including the following steps: a) deacylating paclitaxel, b) protecting the free hydroxy functions, in 7-, 10- and 2'-position respectively, c) debenzoylating the amine in 3'-position, into a primary amine derived for 10-deacetylbaccatine whereof the hydroxy functions in 7-, 10- and 2'-position are protected, d) functionalizing the amine with a t-butoxycarbonyl radical to obtain a docetaxel derivative of general formula (I), wherein: X represents protecting radicals or hydrogen atoms, then, if required, e) releasing the initially protected hydroxy functions to obtain docetaxel.

Procédé de préparation du docétaxel à partir du paclitaxel, dans lequel on met en AEuvre les étapes suivantes : a) déacétylation du paclitaxel b) protection des fonctions hydroxy libres, respectivement en position -7, -10 et -2', c) débenzoylation de l'aminé en position -3', en une aminé primaire dérivée de la 10- déacétylbaccatine dont les fonctions hydroxy en position -7, -10 et -2'sont protégées, d) fonctionnalisation de l'aminé par un radical t.butoxycarbonyle pour obtenir un dérivé du docétaxel de formule (I) générale : dans laquelle X représente des radicaux protecteurs ou des atomes d'hydrogène, puis, le cas échéant, e) libération des fonctions hydroxy initialement protégées pour obtenir le docétaxel

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