Cytidine → Deoxycytidine

Participants

Reaction Conditions

Reaction Steps

Acetyl bromide (16.5 g, 134 mmol, 3.3 eq.) was added dropwise over 0.5 hours to a suspension of cytidine (10 g, 41.1 mmol) in CH3CN (250 mL) and HBr in acetic acid (10 mL, 30% weight) heated at 60°-65° C. The mixture was stirred at 100° C. for 3 hours, and then 10 mL more HBr in acetic acid was added. The mixture was stirred at 100° C. for an additional 28 hours. The solution was removed under vacuum to get a solid, which was purified with silica gel chromatography, to get 9.05 g of a solid (yield 56%).

Provenance & Evidence