Method for preparing taxane derivatives

C - Chemistry – Metallurgy – 07 – D

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C07D 305/14 (2006.01)

Patent

CA 2126462

Method for preparing taxane derivatives of general formula (I) by esterification at a temperature between -10 and 60 DEG C of a derivative of baccatine III or 10-deacetyl baccatine III of general formula (II) by means of an acid of general formula (III), followed by replacement of the protective groupings G1, G2 and R2 of the resulting product by hydrogen atoms. In formulae (I), (II) or (III), Ar stands for an aryl radical; R stands for hydrogen or acetyl; R1 is benzoyl or tert.butoxycarbonyl; G1 is a hydroxy function protective grouping, G2 stands for the acetyl radical or a hydroxy function protective grouping, and R2 stands for a hydroxy function protective grouping.

Procédé de préparation de dérivés du taxane de formule générale (I) par estérification à une température comprise entre et 60 °C d'un dérivé de la baccatine III ou de la désacétyl-10 baccatine III de formule générale (II) au moyen d'un acide de formule générale (III) suivie du remplacement des groupements protecteurs G1, G2 et R2 du produit obtenu par des atomes d'hydrogène. Dans les formules (I), (II) ou (III): Ar représente un radical aryle; R représente hydrogène ou acétyle; R1 re- présente benzoyle ou tert.butoxycarbonyle; G1 représente un groupement protecteur de la fonction hydroxy, G2 représente le radical acétyle ou un groupement protecteur de la fonction hydroxy et R2 représente un groupement protecteur de la fonc- tion hydroxy.

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