反应详情

In 50 ml of THF was dissolved 4.99 g of N-benzyloxycarbonyl-L-proline (20) and after adding thereto 2.23 g of triethylamine and 2.39 g of ethyl chloroformate, the reaction was maintained for 20 minutes under ice-cooling. To the reaction mixture was added 2.79 g of aniline and the reaction was performed for one hour under ice-cooling. The solvent was distilled off, the residue thus formed was dissolved in ethyl acetate, and the solution was washed, in succession, with an aqueous solution of 1N hydrochloric acid, a saturated aqueous sodium hydrogen, carbonate solution, and then a saturated aqueous sodium chloride solution. The organic layer thus formed was dried by anhydrous sodium sulfate and then concentrated to dryness. The residue was recrystallized from chloroform-ethyl acetate-hexane to provide 5.20 g of (S)-1-benzyloxycarbonyl-N-phenyl-2-pyrrolidinecarboxamide (93) having a melting point of 143°-144° C.

1. additionafter adding
2. temperaturecooling
3. temperaturecooling
4. distillationThe solvent was distilled off
5. customthe residue thus formed
6. washthe solution was washed, in succession, with an aqueous solution of 1N hydrochloric acid
7. customThe organic layer thus formed
8. dry with materialwas dried by anhydrous sodium sulfate
9. concentrationconcentrated to dryness
10. customThe residue was recrystallized from chloroform-ethyl acetate-hexane