Methanol → HCID 178496727, compound

Participants

Reaction Conditions

Reaction Steps

2-Deoxy-2-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethylamino]-3,4,6-tri-O-acetyl-α-D-glucopyranosyl bromide (60 mg, 0.11 mmol) was dissolved in CH2C12 (5 ml), cooled to −15° C. and silver trifluoro-methanesulphonate (43 mg, 0.16 mmol) in MeOH (1 ml) added. The reaction mixture was stirred overnight, filtered and the filtrate evaporated. The residue was washed with saturated NaHCO3 solution, dried over MgSO4 and evaporated. The residue was purified by chromatography, to give Methyl 2-Deoxy-2-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethylamino]-3,4,6-tri-O-acetyl-β-D-glucopyranoside (4) (40 mg, 75%).

Provenance & Evidence