反应详情

温度

-78 °C

To tert-butyl 2-(4-methylisoxazol-3-yl)acetate (25 mg, 0.127 mmol) (S7C) in a 10 mL round bottomed flask at room temperature was added THF (Ratio: 4.00, Volume: 0.8 mL). The solution was colorless. The solution was stirred at −78° C. 10 min. Next, 0.5 M KHMDS in toluene (0.317 mL, 0.158 mmol) was added slowly. The color of the solution turned to light orange. The mixture was stirred at −78° C. for 10 min and then placed in a room temperature water bath. After 10 minutes, the reaction mixture was put into a −78° C. bath for 20 min. (R)-Benzyl 5,5,5-trifluoro-2-(trifluoromethylsulfonyloxy)pentanoate, Intermediate S5D (65.0 mg, 0.165 mmol) in THF (Ratio: 1.000, Volume: 0.2 mL) was added dropwise. The reaction mixture was stirred at −78° C. for 4 h. The reaction was quenched with saturated aqueous NH4Cl at −78° C. The mixture was placed in a room temperature water bath and diluted with brine. After 5 minutes, the mixture was extracted with EtOAc. The organic layer was separated and washed with brine, dried over MgSO4, filtered and concentrated to give a crude material as Intermediate S7D.

1. custom10 min
2. stirringThe mixture was stirred at −78° C. for 10 min
3. customplaced in a room temperature
4. customwas put into a −78° C.
5. customfor 20 min.
6. additionwas added dropwise
7. stirringThe reaction mixture was stirred at −78° C. for 4 h
8. customThe reaction was quenched with saturated aqueous NH4Cl at −78° C
9. customwas placed in a room temperature
10. additiondiluted with brine
11. waitAfter 5 minutes
12. extractionthe mixture was extracted with EtOAc
13. customThe organic layer was separated
14. washwashed with brine
15. dry with materialdried over MgSO4
16. filtrationfiltered
17. concentrationconcentrated