反应详情

温度

80 °C

Cyanomethyl 3-(t-butyloxycarbonylamino)-benzoate [compound of Example 61-(2)] (27.6 g), glycine benzyl ester·p-toluenesulfonate (33.7 g), triethylamine (20.2 g) and 4-dimethylaminopyridine (0.2 g) are mixed. The mixture is stirred at 80° C. two nights. The reaction mixture is extracted with ethyl acetate (200 ml). The extract is washed with water, and ethyl acetate is distilled off under reduced pressure. The residue is purified by a silica gel column chromatography (eluant, chloroform-ethyl acetate). The fractions containing the desired compound are collected, and the solvent is distilled off under reduced pressure. The residue is recrystallized from 70% aqueous acetonitrile to give N-[3-(t-butyloxycarbonylamino)benzoyl]glycine benzyl ester (7.2 g).

1. extractionThe reaction mixture is extracted with ethyl acetate (200 ml)
2. washThe extract is washed with water, and ethyl acetate
3. distillationis distilled off under reduced pressure
4. customThe residue is purified by a silica gel column chromatography (eluant, chloroform-ethyl acetate)
5. additionThe fractions containing the desired compound
6. customare collected
7. distillationthe solvent is distilled off under reduced pressure
8. customThe residue is recrystallized from 70% aqueous acetonitrile