Acetic Acid → HCID 67235406, compound

Participants

Reaction Steps

To a stirred suspension of benzyl 3-({4-[bis(tert-butoxycarbonyl)amino]-2-methylbutan-2-yl}amino)-4-nitrobenzoate (280 mg, 0.50 mmol) and zinc dust (344 mg, 5.27 mmol) in methanol (9 mL) is added acetic acid (0.34 mL), dropwise. The mixture is stirred for 20 min, methanol (50 mL) is added and the mixture is filtered through Celite. The filtrate is concentrated and partitioned between EtOAc and H2O, adjusting the pH to 5 by adding 1M HCl. The organic layer is washed with NaHCO3 and H2O, dried (MgSO4) and evaporated to afford the title compound (250 mg, 94%) which is used in the next step without further purification.

Provenance & Evidence