Preparation of methyl 6-O-p-nitrobenzoyl-beta-D-glucoside

Methyl 6-O-p-nitrobenzoyl-beta-D-glucoside was synthesized by reacting methyl 4,6-O-p-nitrobenzylidine-beta-D-glucoside with N-bromosuccinimide (NBS). First, methyl beta-D-glucoside was converted into methyl 4,6-O-p-nitrobenzylidine-beta-D-glucoside with p-nitrobenzaldehyde. Later, methyl 4,6-O-p-nitrobenzylidine-beta-D-glucoside was opened oxidatively with NBS to give methyl 6-O-p-nitrobenzoyl-beta-D-glucoside.