Synthesis of cc-1065/duocarmycin analogs

Details Synthesis of cc-1065/duocarmycin analogs Synthesis of cc-1065/duocarmycin analogs

C - Chemistry, Metallurgy

07

D

C07D 209/30 (2006.01) C07D 209/04 (2006.01) C07D 209/08 (2006.01) C07D 209/18 (2006.01) C07D 215/14 (2006.01) C07D 215/20 (2006.01) C07D 215/54 (2006.01) C07D 471/04 (2006.01) C07D 487/04 (2006.01) C07D 519/00 (2006.01)

Patent

CA 2313231

The dihydroindole C-ring found in CC-1065/duocarmycin analogs is formed by the 5-exo-trig radical cyclization of an aryl halide onto a tethered vinyl chloride forming with chlorine installed as a suitable leaving group for subsequent cyclopropane spirocyclization. The versatility of this approach is disclosed in the context of six CC-1065/duocarmycin analogs previously synthesized in this laboratory.

On forme un noyau C de dihydro-indole, trouvé dans des analogues de CC-1065/duocarmycine, par cyclisation radicale 5-exo-trig d'un halogénure aryle sur un chlorure de vinyle lié par liaison covalente, qui forme le noyau susmentionné avec le chlore installé en tant que groupe partant pour une spirocyclisation au cyclopropane. L'approche versatile de cette invention se situe donc dans le contexte des six analogues de CC-1065/duocarmycine, déjà synthétisés dans ce laboratoire.

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