反应详情

温度

0 °C

A solution of N-tert-butoxycarbonyl glycine methyl ester (9.4 mL, 63.6 mmol) in DMF (250 mL) was cooled in an ice bath and treated with NaH (60% dispersion in mineral oil, 2.85 g, 71.2 mmol). After stirring at 0° C. under N2 for 30 min and then at room temperature for 30 min, the mixture was cooled in an ice bath and treated with a solution of 4-(2-chloroethyl)morpholine (10.5 g, 70 mmol) in DMF (50 mL). After stirring at 0° C. for 30 min, the mixture was stirred at room temperature overnight. The mixture was diluted with H2O (600 mL) and then extracted with EtOAc (5×300 mL). The combined organic layers were washed with H2O (4×100 mL) and brine (100 mL), dried over Na2SO4, filtered and the solvent was removed in vacuo. Purification by flash column chromatography (silica gel, CH2Cl2/MeOH, 98:2) gave the title compound (0.79 g, 4%) as a colorless oil: MS (ESI) m/e 303 (M+H)+.

1. waitat room temperature for 30 min
2. temperaturethe mixture was cooled in an ice bath
3. stirringAfter stirring at 0° C. for 30 min
4. stirringthe mixture was stirred at room temperature overnight
5. extractionextracted with EtOAc (5×300 mL)
6. washThe combined organic layers were washed with H2O (4×100 mL) and brine (100 mL)
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. customthe solvent was removed in vacuo
10. customPurification by flash column chromatography (silica gel, CH2Cl2/MeOH, 98:2)