Hydrochloric Acid → HCID 67098076, compound

Participants

Reaction Steps

To a solution of tert-butyl [(2R)-2-[[tert-butyl(dimethyl)silyl]oxy]-2-(3-pyridyl)ethyl][2-[4′-[[[(cyanomethyl)sulfonyl]amino]carbonyl]-3′-(cyclohexyloxy)-4-biphenylyl]ethyl]carbamate (52.9 mg) in dimethyl sulfoxide (1.0 ml) was added potassium carbonate (28.3 mg), 30% aq. hydrogen peroxide solution (100 μl) at 0° C. After stirring for 16 hours at room temperature, 1N hydrochloric acid was added to the reaction mixture. The products were extracted with ethyl acetate. The combined extracts were washed with brine, dried over magnesium sulfate, and evaporated. The residue was purified by preparative thin-layer chromatography (chloroform/methanol=95/5) to give tert-butyl [2-[4′-[[[(2-amino-2-oxoethyl)sulfonyl]amino]-carbonyl]-3′-(cyclohexyloxy)-4-biphenylyl]ethyl][(2R)-2-[[tert-butyl(dimethyl)silyl]oxy]-2-(3-pyridyl)ethyl]-carbamate (30.0 mg).

Provenance & Evidence