Syntheses of anomeric glucopyranosylidene diazides

Abstract

Protected glucopyranosylidene diazides have been obtained in good yields by two routes which involve nucleophilic substitutions at the anomeric polsition of either 2,3,4,6-tetra-O-acetyl-1-bromo-β-D-glucopyranosyl chloride or 2,3,4,6-tetra-O-benzyl-D-glucono-1,5-lactone, in the presence of silver azide or trimethylsilyl azide, respectively.