反应详情

温度

2.5 °C

(2S,3S)-1-(cyclopropylamino)-3-(dibenzylamino)-1-oxohexan-2-yl acetate (17 g) was dissolved in methanol (120 mL) at room temperature and the resulting solution cooled to 0-5° C. To this solution was added a previously prepared 1.1-M solution of sodium hydroxide by dissolving solid NaOH (2.49 g) in water (55 mL), which was then added to the reaction mixture at 0-5° C. The reaction was warmed to room temperature (25-30° C.) and stirred at this temperature for 16-18 hours. The reaction mixture was monitored by TLC for the disappearance of starting material. Once TLC indicated that the reaction was complete, the solvent was removed by distillation under reduced pressure, keeping the temperature below 45° C. Ethyl acetate (2.5 L) was added and the resulting solution was stirred for 20-30 minutes. The organic layer was washed with water (500 mL), followed by an aqueous solution of sodium chloride (brine; 300 mL). The organic layer was dried (sodium sulfate), filtered and the filtrate was concentrated under reduced pressure, keeping the temperature below 40° C. n-Hexane (100 mL) was added, and the slurry was stirred for one hour at 25-30° C. The resulting solid was filtered off, then dried under reduced pressure to provide (2S,3S)—N-cyclopropyl-3-(dibenzylamino)-2-hydroxyhexanamide (11.3 g) as a white solid.

1. additionwas then added to the reaction mixture at 0-5° C
2. temperatureThe reaction was warmed to room temperature (25-30° C.)
3. customthe solvent was removed by distillation under reduced pressure
4. customthe temperature below 45° C
5. additionEthyl acetate (2.5 L) was added
6. stirringthe resulting solution was stirred for 20-30 minutes
7. washThe organic layer was washed with water (500 mL)
8. dry with materialThe organic layer was dried (sodium sulfate)
9. filtrationfiltered
10. concentrationthe filtrate was concentrated under reduced pressure
11. customthe temperature below 40° C. n-Hexane (100 mL)
12. additionwas added
13. stirringthe slurry was stirred for one hour at 25-30° C
14. filtrationThe resulting solid was filtered off
15. customdried under reduced pressure