反应详情

To a solution of 4-methyl-4-thiocarbamoyl-piperidine-1-carboxylic acid tert-butyl ester (1 g, 4 mmol) in EtOH (10 mL) was added ethyl bromopyruvate (0.78 g, 4 mmol) at room temperature. The mixture was heated to refluxing for 3 hours. After cooling to room temperature, the solvent was removed in vacuo. The residue was dissolved in methylene chloride (15 mL), Et3N (1 mL) and di-tert-butyl dicarbonate (1.3 g) were added to the solution. The mixture was stirred at room temperature overnight. The mixture was washed with H2O and brine. After drying (Na2SO4), the solvent was removed in vacuo, and the residue was purified by silica column chromatography with EtOAc/hexanes to afford the desired product.

1. temperatureThe mixture was heated
2. temperatureto refluxing for 3 hours
3. customthe solvent was removed in vacuo
4. dissolutionThe residue was dissolved in methylene chloride (15 mL)
5. additionEt3N (1 mL) and di-tert-butyl dicarbonate (1.3 g) were added to the solution
6. washThe mixture was washed with H2O and brine
7. dry with materialAfter drying (Na2SO4)
8. customthe solvent was removed in vacuo
9. customthe residue was purified by silica column chromatography with EtOAc/hexanes