Water → HCID 86737058, compound

Participants

Reaction Steps

A cooled solution (0°) of methyl 6-azido-2,3,6-trideoxy-α-D-erythro-hexopyranoside (3 g, 16 mmol) in dry pyridine (10 ml) was treated dropwise with methanesulphonyl chloride (2.29 g, 20 mmol) with stirring for 1 h. Water (1 ml) was then added to the reaction mixture and the solvents were removed in vacuo at 30°. The residual syrup was poured into ice-water producing a precipitate which was filtered, washed with water and dried. The solid was recrystallized from benzene-petroleum ether (40°-60°) to give methyl 6-azido-4-O-methanesulphonyl-2,3,6-trideoxy-α-D-erythro-hexopyranoside (3.5 g, 83%) as a colourless solid. M.p.: 54°-56°. [α]D22 +142° (c, 1, chloroform).

Provenance & Evidence