Intermediate and process of preparation of ecteinascidin...

Details Intermediate and process of preparation of ecteinascidin... Intermediate and process of preparation of ecteinascidin...

C - Chemistry, Metallurgy

07

D

C07D 491/22 (2006.01)

Patent

CA 2626595

The present invention concerns an intermediate of the following formula (I) in which R1 and R2 represent independently of each other a C1-C12 alkyl group, a (C1-C12 alkoxy)carbonyl group, optionally substituted by one, two or three halogen atom, a (C2-C12 alkenyloxy) carbonyl group, an acyl group, a aryl(C1- C12)alkyl group, an arylalkoxy carbonyl group, a (C1-C12 alkyl)sulfonyl group or an arylsulfonyl group, R3 represents a O-protecting group, R4 and R5 represent independent ly of each other a hydrogen atom or a O-protecting group, R6 represent a O-protecting group and R7 represent a C1-C12 alkyl group or -OR6 and -OR7 form together a group -OCH2O-. The present invention concerns also a process of preparation of the intermediate and its use for the preparation of Ecteinascidin 743 and Ecteinascidin-770.

L'invention concerne un intermédiaire de formule (I) dans laquelle R1 et R2 représentent de manière indépendante : un groupe alkyle en C1-C12, un groupe (C1-C12 alcoxy)carbonyle, éventuellement substitué par un, deux ou trois atomes d'halogène, un groupe (C2-C12 alcényloxy) carbonyle, un groupe acyle, un groupe aryl(C1-C12)alkyle, un groupe arylalcoxy carbonyle, un groupe (C1-C12 alkyl)sulfonyle ou un groupe arylsulfonyle, R3 représente un groupe O-protecteur, R4 et R5 représentent de manière indépendante un atome d'hydrogène ou un groupe O-protecteur, R6 représente un groupe O-protecteur et R7 représente un groupe alkyle en C1-C12 ou -OR6 et -OR7 forment ensemble un groupe -OCH2O-. L'invention concerne également un procédé de préparation de l'intermédiaire et l'utilisation de celui-ci dans la préparation de l'ectéinascidine 743 et de l'ectéinascidine 770.

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