反应详情

温度

65 °C

A mixture of (S)-methyl 3-(benzyloxycarbonyloxy)-2-(tert-butoxycarbonylamino)propanoate (36.0 g, 102 mmol), K2CO3 (28.2 g, 204 mmol) and DMF (204 mL) was heated at 65° C. for 1 hour. After cooling, the reaction mixture was partitioned between ether and water. The aqueous layer was extracted with ether. The combined organic layers were washed with water and brine, dried and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (10:1 hexanes/EtOAc) to give methyl 2-(tert-butoxycarbonylamino)acrylate (16.5 g, 81%) as a colorless oil, which was used directly in the next step.

1. temperatureAfter cooling
2. customthe reaction mixture was partitioned between ether and water
3. extractionThe aqueous layer was extracted with ether
4. washThe combined organic layers were washed with water and brine
5. customdried
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by flash chromatography on silica gel (10:1 hexanes/EtOAc)