At the Chemical Glycobiology Research Group, systematic research has been going on for many years to study the reactivity of C-glycopyranosyl-formaldehyde-tosylhydrazones. In continuation of this topic, the aim of this paper was to synthesize N-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosylcarbonyl)-N'-tosylhydrazine and to study their reactions with different N- and O-nucleophiles. The molecule was reacted in the presence of N-bromosuccinimide with several primary and secondary amines giving the desired N-substituted C-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)formamide derivatives with low to excellent yields (5-86%). We also extended the reaction with several O- nucleophiles however, the C-glucopyranosyl-formamides and formicacid ester type molecules could not be isolated in the case of these nucleophiles.