Trifluoroacetic acid → HCID 178460229, compound

Participants

Reaction Steps

To a solution of tert-butyl 3-{[{2-[4-({4-[N′,N″-bis(tert-butoxycarbonyl)carbamimidamido]benzoyl}oxy)-2-chlorophenyl]propanoyl}(2-tert-butoxy-2-oxoethyl)amino]methyl}benzoate (180 mg) in dichloromethane (1.92 mL) was added trifluoroacetic acid (0.646 mL), followed by stirring at room temperature overnight. After completion, the reaction solution was concentrated under reduced pressure, and then to the residue was added acetonitrile (20.0 mL), followed by concentrating under reduced pressure again. This operation was repeated twice, to the residue was added a 50% aqueous acetonitrile solution (5.00 mL), and a 1 M aqueous sodium hydroxide solution (0.208 mL) was added thereto under ice-cooling. After stirring for 1 hour under ice-cooling, the precipitated crystals were collected by filtration, and washed with a 10% aqueous acetonitrile solution and then dried under reduced pressure to obtain 3-{[(2-{4-[(4-carbamimidamidobenzoyl)oxy]-2-chlorophenyl}propanoyl)(carboxymethyl)amino]methyl}benzoic acid (92 mg).

Provenance & Evidence