HCID 23396150, compound → HCID 91159024, compound

Participants

Reaction Steps

To a mixture of methyl 2-azido-4-O-biphenylcarbonyl-6-O-tert-butyldiphenylsilyl-2-deoxy-3-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside (11) (150 mg, 0.19 mmol) and anhydrous AcOH (2.8 mL) in dry THF (17 mL) hydrogenfluoride-pyridine complex (2 mL) was added in a polypropylene container. The reaction mixture was kept at room temperature overnight, then diluted with EtOAC (100 mL). The resulting solution was washed with saturated sodiumhydrogen carbonate (4×100 mL), saturated brine solution (100 mL), dried over MgSO4 and evaporated to dryness. The residue was purified by chromatography using EtOAC—hexane 2:5 as the mobile phase to give methyl 2-azido-4-O-biphenylcarbonyl-2-deoxy-3-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside (40) (96 mg, 93%).

Provenance & Evidence