4-Methylmorpholine → ethyl (2S)-2-[3-(4-methoxyphenyl)propanoylamino]-3-[4-[[5-(N-phenylmethoxycarbonylcarbamimidoyl)-1-benzofuran-2-carbonyl]amino]phenyl]propanoate

Participants

Reaction Steps

5-(Benzyloxycarbonylamidino)-2-benzofurancarboxylic acid (151 mg, 0.447 mmol) and ethyl (S)-3-(4-aminophenyl)-2-[3-(4-methoxyphenyl)propionylamino]propionate (165 mg, 0.445 mmol) were dissolved in N,N-dimethylformamide (10 ml), and PyBOP (benzotriazol-1-yl-oxy-tris(pyrrolidino)phosphonium hexafluorophosphate) (225 mg, 0.490 mmol) and N-methylmorpholine (0.05 ml, 0.455 mmol) were added. The mixture was stirred at room temperature for 15 hours. Water (20 ml) was added to the reaction mixture, and the resulting precipitate was collected by filtration and washed with water to give 271 mg of ethyl (S)-3-[4-[[5-(benzyloxycarbonylamidino)-2-benzofuranyl]carbonylamino]phenyl]-2-[3-(4-methoxyphenyl)propionylamino]propionate as a colorless solid (88%).

Provenance & Evidence