Trifluoroacetic acid → HCID 67236651, compound

Participants

Reaction Steps

To a stirred solution of crude 1-({4-[bis(tert-butoxycarbonyl)amino]-2-methylbutan-2-yl}-1H-benzimidazole-2,6-dicarboxylic acid 6-benzyl ester 2-methyl ester (289 mg, 0.47 mmol) in CH2Cl2 (5 mL) is added TFA (1 mL). After 1 h the solvent is evaporated, and CH2Cl2 is added and evaporated from the residue three times to remove excess TFA. The residue is dissolved in methanol (10 mL) and triethylamine (0.72 mL, 5.16 mmol) added. The solution is stirred at room temperature for 16 h. The solvent is evaporated and the residue partitioned between H2O and EtOAc. The organic layer is dried (MgSO4) and purified by flash chromatography, eluting with CH2Cl2/methanol to afford the title compound (80 mg, 44%).

Provenance & Evidence