Process for preparing taxane derivatives

Details Process for preparing taxane derivatives Process for preparing taxane derivatives

C - Chemistry, Metallurgy

07

D

C07D 305/14 (2006.01) C07D 263/04 (2006.01) C07D 405/12 (2006.01) C07D 413/12 (2006.01) C07F 7/10 (2006.01)

Patent

CA 2146155

Method of preparing taxane derivatives of general formula (I) by esterification of protected baccatine III or 10-deacetylbaccatine III by means of an acid of general formula (VII), deprotection of the side chain and elimination of the hydroxy function protection groupings. In general formulae (I) and (VII): Ar stands for aryl, R is hydrogen or acetyl, R1 is benzoyl or R2-O-CO- in which R2 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, bicycloalkyl, phenyl or heterocyclyl, and R3 is hydrogen, alkoxy, optionally substituted aryl.

Procédé de préparation de dérivés du taxane de formule générale (I) par estérification de la baccatine III ou de la désacé- tyl-10 baccatine III protégé au moyen d'un acide de formule générale (VII), déprotection de la chaîne latérale et élimination des groupements protecteurs des fonctions hydroxy. Dans les formules générales (I) et (VII): Ar représente aryle, R représente hydro- gène ou acétyle, R1 représente benzoyle ou R2-O-CO- dans lequel R2 représente alcoyle, alcényle, alcynyle, cycloalcoyle, cy- cloalcényle, bicycloalkyle, phényle ou hétérocyclyle, R3 représente hydrogène, alcoxy, aryle éventuellement substitué.

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