Benzyl Bromide → Benzyl ((6S,8S)-6-(anilinocarbonyl)-3-{[(benzyloxy)carbonyl][3-(trifluoromethyl)benzyl]amino}-8-methyl-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidin-8-yl)acetate

Participants

Reaction Steps

To a solution of 117b (1.740 mmol) in 7 mL DMF, were added Cs2CO3 (850 mg, 2.61 mmol) and BnBr (0.31 mL, 2.61 mmol). The mixture was stirred at rt for 1 h, then diluted with EtOAc. The organic phase was washed with 0.5 N HCl and brine, dried (Na2SO4), and concentrated. The crude product was purified by flash chromatography (35% EtOAc/hexanes) to afford 533 mg (42%, 2 steps) of 117c as a colorless glass. MS(ESI) 725.3 (M+H+).

Provenance & Evidence