Use of the p-nitrobenzyloxycarbonyl group as an orthogonal amine protecting group in the synthesis of β-GlcNAc terminating glycosides

Abstract

The p-nitrobenzyloxycarbonyl group serves as a participating group in the stereoselective formation of 2-amino-β-glucosides and as an N-protecting group which can be readily removed either by hydrogenolysis or by reaction with sodium dithionite under neutral conditions.