反应详情

3-[(2-Acetylthiomethyl-3-phenylpropionyl)amino]-4-methylbenzoic acid (compound of Example 21) (0.5 g), 4-dimethylaminopyridine (0.05 g), benzyl alcohol (0.17 g) and dichloromethane (20 ml) are mixed, and to the mixture is added EDC.HCl (0.27 g) with stirring under ice cooling, and the mixture is stirred at room temperature overnight. Dichloromethane is distilled off under reduced pressure, and the residue is dissolved in ethyl acetate, and the mixture is washed with 5% aqueous sodium hydrogen carbonate solution, 10% hydrochloric acid and saturated aqueous sodium chloride solution in this order and dried over anhydrous magnesium sulfate, and then ethyl acetate is distilled off under reduced pressure. The residue is dissolved in acetonitrile and purified by a medium pressure column chromatography with CHP-20P (eluent, water-acetonitrile). The fractions containing the desired compound are collected and the water and acetonitrile are distilled off under reduced pressure to give the title compound (0.40 g).

1. stirringthe mixture is stirred at room temperature overnight
2. distillationDichloromethane is distilled off under reduced pressure
3. dissolutionthe residue is dissolved in ethyl acetate
4. washthe mixture is washed with 5% aqueous sodium hydrogen carbonate solution, 10% hydrochloric acid and saturated aqueous sodium chloride solution in this order
5. dry with materialdried over anhydrous magnesium sulfate
6. distillationethyl acetate is distilled off under reduced pressure
7. dissolutionThe residue is dissolved in acetonitrile
8. custompurified by a medium pressure column chromatography with CHP-20P (eluent, water-acetonitrile)
9. additionThe fractions containing the desired compound
10. customare collected
11. distillationthe water and acetonitrile are distilled off under reduced pressure