Sodium Azide → 3-Azido-6-methoxyhexahydrofuro[3,2-b]furan

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-methoxyhexahydrofuro[3,2-b]furan-3-yl methanesulfonate (1.1 g, 4.6 mmol) in anhydrous DMF (25 mL) was added sodium azide (1.66 g, 25.5 mmol). The reaction was heated to 140° C. for 12 h and then diluted with NaHCO3 (sat, 50 mL), and extracted with EtOAc (80 mL×3). The organic layers were washed with H2O (30 mL×5), dried over Na2SO4, filtered and concentrated in vacuo to give the title compound as a light yellow solid (0.85 g, 99.4%).

Provenance & Evidence