反应详情

2-(4-Bromo-2-fluoro-benzyl)-3-tert-butoxycarbonylamino-propionic acid tert-butyl ester (1.30 g, 3.01 mmol) was dissolved in THF (12 mL) and MeOH (12 mL). A solution of LiOH monohydrate (0.50 g, 12.0 mmol) in H2O (12 mL) was added. The mixture was heated at reflux overnight. After cooling, the solvents were evaporated in vacuo. The residue was dissolved in water and extracted with ether (2x). The aqueous phase was acidified with 1N HCl and extracted with EtOAc. The combined organic layers were washed with brine, dried and concentrated to give 2-(4-Bromo-2-fluoro-benzyl)-3-tert-butoxycarbonylamino-propionic acid (1.00 g, 88%) as a white solid. 1H NMR (CD3OD, 400 MHz) δ 7.26 (m, 2H), 7.19 (m, 1H), 3.27 (m, 2H), 2.86 (m, 3H), 1.43 (s, 9H).

1. temperatureThe mixture was heated
2. temperatureat reflux overnight
3. temperatureAfter cooling
4. customthe solvents were evaporated in vacuo
5. dissolutionThe residue was dissolved in water
6. extractionextracted with ether (2x)
7. extractionextracted with EtOAc
8. washThe combined organic layers were washed with brine
9. customdried
10. concentrationconcentrated