Two-step conversion of protected taxane ester to paclitaxel

Details Two-step conversion of protected taxane ester to paclitaxel Two-step conversion of protected taxane ester to paclitaxel

C - Chemistry, Metallurgy

07

D

C07D 305/14 (2006.01)

Patent

CA 2445042

The present invention relates to a method of producing paclitaxel from a protected coupled ester compound having formula (I), wherein P1 is a hydrogenatable protecting group, comprising the steps of deprotecting the 7-O- position, 3'-N-position and 2'-O-position thereof in the presence of an acid to form a first intermediate compound having formula (II), wherein HA is said acid, and benzoylating the first intermediate compound at the 3'-N-position thereby to produce paclitaxel.

Cette invention se rapporte à un procédé servant à produire du paclitaxel à partir d'un composé d'ester couplé protégé représenté par la formule (I), où P¿1? représente un groupe protecteur hydrogénable, ce procédé consistant à déprotéger la position 7-O, la position 3'-N et la positon 2'-O de ce groupe en présence d'un acide, en vue de former un premier composé intermédiaire représenté par la formule (II), où HA représente ledit acide, puis à soumettre ce premier composé intermédiaire à une benzoylation dans la position 3'-N, afin de produire du paclitaxel.

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