反应详情

温度

0 °C

tert-butyl (S)-1-[(S)-1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethylamino]-1-oxo-3-phenylpropan-2-ylcarbamate, 8, (0.460 mg, 0.881 mmol) is dissolved in a solution of 4M hydrogen chloride in 1,4-dioxane (4 mL). The reaction mixture is stirred 1 hour, and the solvent is removed under reduced pressure. The resulting crude amine is dissolved in CHCl3 (8 mL) and pyridine (1 mL) is added. The temperature is cooled to 0° C. and methyl chloroformate (0.083 g, 0.881 mmol) is added dropwise. The reaction mixture is allowed to warm to room temperature and stirred for 2 days. Water is added, the solution stirred for 15 minutes and then extracted several times with CHCl3. The combined organic layers are washed with 1N HCl, 5% NaHCO3, and brine, dried over Na2SO4, and filtered. The solvent is removed in vacuo to afford 0.297 g of the desired product.

1. customthe solvent is removed under reduced pressure
2. dissolutionThe resulting crude amine is dissolved in CHCl3 (8 mL)
3. additionpyridine (1 mL) is added
4. temperatureto warm to room temperature
5. stirringstirred for 2 days
6. stirringthe solution stirred for 15 minutes
7. extractionextracted several times with CHCl3
8. washThe combined organic layers are washed with 1N HCl, 5% NaHCO3, and brine
9. dry with materialdried over Na2SO4
10. filtrationfiltered
11. customThe solvent is removed in vacuo