Process for producing ecteinascidin compounds

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 491/22 (2006.01) C07D 317/64 (2006.01) C07D 491/12 (2006.01) C07D 493/00 (2006.01) C07D 498/18 (2006.01) C07D 498/22 (2006.01) C07D 515/22 (2006.01)

Patent

CA 2266081

The present invention is directed to a synthetic process for the formation of ecteinascidin compounds and related structures, such as the saframycins. In one particularly preferred embodiment, the present invention provides a synthetic route for the formation of ecteinascidin 743 (1), an exceedingly potent and rare marine- derived antitumor agent which is slated for clinical trials. The process of this invention is enantio- and stereocontrolled, convergent and short. Also disclosed are novel process intermediates, useful not only in the total synthesis of ecteinascidin 743, but also other known ecteinascidin compounds, including derivatives and analogs thereof.

La présente invention concerne un procédé de synthèse destiné à la formation de composés d'ectéinascidine et de structures connexes, telles que les saframycines. Dans une forme d'exécution particulièrement préférée, la présente invention concerne une voie de synthèse destinée à la formation de l'ectéinascidine 743 (1) qui est un agent anti-tumeur excessivement puissant, dérivé d'espèces marines rares et exploité dans des essais cliniques. Le procédé que concerne ladite invention est énantiorégi et stéréorégi, convergent et court. La présente invention concerne également de nouveaux intermédiaires de ce procédé, utiles non seulement pour la synthèse totale de l'ectéinascidine 743, mais aussi pour celle d'autres composés connus de l'ectéinascidine 743, y compris des dérivés et des analogues de l'ectéinascidine 743.

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