5-Fluorouridine → HCID 13134890, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-fluorouridine (5-FU, 521 mg, 1.98 mmol) in 6 mL of anhydrous THF-DMF (1:1 under nitrogen was added N-(benzyioxycarbonyl)-L-valine (500 mg, 1.99 mmol), triphenylphosphine (521 mg, 1.98 mmol), and diisopropyl azodicarboxylate (402 mg, 1.98 mmol). The mixture was stirred overnight at 25 °C. The volatile components were removed under reduced pressure and the residue chromatographed over silica gel eluting with methyl alcohol:chloroform (1:5 ) to provide 5'-O-[N-(benzyloxycarbonyl)-L-valinyl]-5-fluorouridine (413 mg., 40% yield) as a white solid melting at about 64° C.-67° C.

Provenance & Evidence