Regioselective and stereoselective oxidation of fused ring...

C - Chemistry – Metallurgy – 07 – J

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C07J 21/00 (2006.01) C07J 9/00 (2006.01) C07J 31/00 (2006.01) C07J 41/00 (2006.01)

Patent

CA 2406847

An efficient method for the synthesis of aminosterol compounds such as squalamine and compound 1436 is de-scribed. A method of the invention provides for regioselective oxidation and regioselective sulfonation of a fused ring system. The fused ring base can be, for example, a steroid ring base. The aminosterol compounds are effective as, among others, antibiotics, antiangiogenic agents and NHE3 inhibitors.

L'invention concerne un procédé efficace permettant de synthétiser des composés aminostérols tels que squalamine et le composé 1436. Le procédé selon l'invention consiste à effectuer une oxydation radiosélective et une sulfonation d'un système de cycles accolés. La base des cycles accolés peut être, par exemple, une base de cycles stéroïdes. Les composés aminostérols sont efficaces notamment, comme antibiotiques, agents antiangiogéniques et inhibiteurs NHE3.

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