Trifluoroacetic acid → HCID 53852269, compound

Participants

Reaction Steps

[S-(R*,R*)]-{1-[2-(4-Benzyloxy-phenyl)-1-tert-butylcarbamoyl-ethylcarbamoyl]-3-methyl-butyl}-methyl-carbamic acid tert-butyl ester (4.0 g, 7.24 mmol) was dissolved in CH2Cl2 (24 mL) and treated with trifluoroacetic acid (16 mL). The reaction was stirred for 15 minutes, then concentrated, diluted with EtOAc (300 mL), washed with bicarbonate solution (3×300 mL) and brine (300 mL), dried over Na2SO4, and concentrated. The crude material was chromatographed on silica gel eluting with 8% MeOH/CH2Cl2 to give 2.8 g (85%) of [S-(R*,R*)]-4-methyl-2-methylamino-pentanoic acid [2-(4-benzyloxy-phenyl)-1-tert-butylcarbamoyl-ethyl]-amide.

Provenance & Evidence