Uridine → 2,2'-Anhydrouridine

Participants

Reaction Conditions

Reaction Steps

500 mg (2.05 mmol) of uridine 1, 570 mg of (2.65 mmol, 1.3 gram-equivalent (eq)) of diphenyl carbonate, and 10 mg (0.12 mmol, 0.059 eq) of sodium bicarbonate are dissolved in 1 mL of dimethyl formamide and heated to 140° C. After the starting materials are completely consumed, the solution is cooled down to room temperature to form white precipitates. The white precipitates are washed by ice formic acid. Residual part of the solution is removed at reduced pressure. After collection, a white powder product (2,2′-cyclouridine) 2 is obtained. Its weight and yield are 370 mg and 80%, respectively.

Provenance & Evidence