Taurine → HCID 178512541, compound

Participants

Reaction Steps

A mixture of 3-(2-(5,5-bis(2-tert-butoxy-2-oxoethyl)-4,5-dihydro-1,2-oxazol-3-yl)-4-((4-carbamimidamidobenzoyl)oxy)phenyl)propanoic acid trifluoroacetate (160 mg), taurine (32.5 mg), WSC (50.4 mg), HOBt (43.9 mg), N,N-diisopropylethylamine (0.057 mL), and DMF (5 mL) was stirred overnight at room temperature. The reaction mixture was fractionated by HPLC (C18, mobile phase: water/acetonitrile (system containing 0.1% TFA)). The obtained fraction was concentrated under reduced pressure. To the obtained residue, TFA (4 mL) was added, and the obtained mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, and then, the pH of the residue was adjusted to about 4 by the addition of an aqueous ammonium acetate solution. The mixture was stirred at room temperature for 2 hours, and then, the obtained solid was collected by filtration and washed with water and acetone to obtain the title compound (40.3 mg).

Provenance & Evidence