反应详情

温度

110 °C

To (2S,4S)-benzyl 2-(5-(4′-(2-((2S,4S)-1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)-4-(methylthio)pyrrolidine-2-carboxamido)acetyl)biphenyl-4-yl)-1H-imidazol-2-yl)-4-(methoxymethyl)pyrrolidine-1-carboxylate (487 mg, 0.59 mmol) was added PhMe (6 mL), MeOEtOH (1 mL), and ammonium acetate (0.91 g, 11.8 mmol) and the solution was heated to 110° C. The solution was stirred for 3 h and then cooled to rt and was diluted with EtOAc and washed successively with water, saturated aqueous NaHCO3 and brine. The organics were dried over MgSO4, filtered and concentrated under reduced pressure. The crude residue was purified by silica column chromatography (0% to 30% MeOH/EtOAc) to afford (2S,4S)-benzyl 2-(5-(4′-(2-((2S,4S)-1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)-4-(methylthio)pyrrolidin-2-yl)-1H-imidazol-5-yl)biphenyl-4-yl)-1H-imidazol-2-yl)-4-(methoxymethyl)pyrrolidine-1-carboxylate (276 mg, 58%).

1. temperaturecooled to rt
2. washwashed successively with water, saturated aqueous NaHCO3 and brine
3. dry with materialThe organics were dried over MgSO4
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. customThe crude residue was purified by silica column chromatography (0% to 30% MeOH/EtOAc)