A selective electrochemical method of glycosylation of 3β-hydroxy-Δ5-steroids

A new electrochemical glycosylation method is presented. According to the method cholesterol and other 3β-hydroxy-Δ5-steroids can be selectively transformed to glycosides using non-activated sugars. The method is also useful for the synthesis of glycoconjugates with sugar linked to a steroid moiety by an ether bond.

Cholesteryl glycosides and glycoconjugates with sugar linked to a steroid moiety by an ether bond are prepared by cholesterol electrochemical oxidation in the presence of non-activated sugars.Figure optionsDownload as PowerPoint slide