2',3',5'-tri-O-acetyluridine → Uridine

Participants

Reaction Conditions

Reaction Steps

1.2 g (purity 80%) of uridine triacetate obtained in EXAMPLE 1 was dissolved in 9.4 ml of a 2 M ammonia methanol solution and stirred at room temperature (23° C.). After the completion of the reaction, the solvent was distilled off to give 0.7 g of crude uridine (purity 87%) as a white solid. Ethanol in an amount 48.5 times by volume as much as the crude uridine was added and uridine was completely dissolved herein by heating to 58° C. Next, the solution was allowed to cool to room temperature (23° C.) and aged for 30 minutes. Then, it was cooled to 5° C. and aged for 30 minutes. The precipitated white crystals were filtered, washed and dried to give 0.3 g of β-uridine (purity 97%). 1H-NMR (400 MHz, in D2O): δ=3.76 (dd, J=12.6, 4.3 Hz, 1H), 3.87 (dd, J=12.6, 2.8 Hz, 1H), 4.09 (m, 1H), 4.18 (m, 1H), 4.31 (m, 1H), 5.86 (m, 1H), 7.83 (d, J=8.1 Hz, 1H)

Provenance & Evidence