Water → HCID 86659128, compound

Participants

Reaction Conditions

Reaction Steps

Sodium acetate (129 g), sodium azide (102 g) and 1,5-anhydro-2,4-dideoxy-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-3-O-(methylsulfonyl)-L-threo-pentitol (232 g) were mixed in DMF (1 l) and stirred and heated at 95° C. for 6 h. Water (2 l) was added and the mixture thoroughly mixed, ethyl acetate 1.5 l) was added and the mixture stirred for 5 min. The phases were separated, the aqueous extracted with ethyl acetate (1 l), the combined organics washed with water (2×2 l), dried and reduced to dryness in vacuo to give 1,1-dimethylethyl [(3R,4R)-4-azidotetrahydro-2H-pyran-3-yl]carbamate (153 g).

Provenance & Evidence