Hydrochloric Acid → 5'-Deoxy-5-ethenylcytidine

Participants

Reaction Steps

To a solution of 2′,3′-di-O-acetyl-5′-deoxy-5-vinylcytidine (111 mg, 3.29 mmol) in 5 ml of methanol was added 1N NaOH (0.32 ml, 0.32 mmol) at room temperature. After stirring for 1 hour, 1 N HCl (ca.0.3 ml) was added to the reaction mixture, and then the reaction mixture was concentrated under reduced pressure. The residue was purified by solid phase extraction (MEGA Bond Elute LRC, eluent:H2O˜H2O:MeOH=1:1, step gradient) to give 5′-deoxy-5-vinylcytidine (82 mg, 98%) as colorless solid:

Provenance & Evidence