N-bromobutanimide → HCID 89651551, compound

Participants

Reaction Conditions

Reaction Steps

In a 2 mL microwave vial, chiral 1-((2R,3R,4S,5S)-3,5-difluoro-4-hydroxy-5-(hydroxymethyl)-3-methyl-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (70 mg, 0.252 mmol), and NBS (67.2 mg, 0.377 mmol), were dissolved in DMF (0.7 ml). The mixture was capped and heated under microwave irradiation at 80° C. for 10 min. LC/MS analysis indicated the starting material was completely consumed and the formation of the desired production as the only major product. The solvent was evaporated, and the residue was purified by a 2×4 g silica gel cartridge, eluted with 0-70% EtOAc in hexanes to provide the title compound as a white solid (94 mg, 90%)

Provenance & Evidence