6-(2-(Benzyloxy)ethoxy)hexahydrofuro[3,2-b]furan-3-yl methanesulfonate → 3-Azido-6-(2-(benzyloxy)ethoxy)hexahydrofuro[3,2-b]furan

Participants

Reaction Conditions

Reaction Steps

To a suspension of 6-(2-(benzyloxy)ethoxy)hexahydrofuro[3,2-b]furan-3-yl methanesulfonate (1.40 g, 3.91 mmol) in DMF (15 mL) was added azidosodium (1.38 g, 21.15 mmol) and the mixture was heated at 140° C. for 48 h then the mixture was filtered. The filtrate was diluted with DCM (200 mL), then washed with water (100 mL×3), followed by brine (100 mL×2). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give the crude product. The crude product was used in the next reaction without further treating.

Provenance & Evidence