反应详情

温度

-60 °C

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), to a solution of trans-tert-butyl 3-azido-4-hydroxypyrrolidine-1-carboxylate (J. Med. Chem. 2010, 53, 6730-6746) (288 mg, 1.26 mmol) in CH2Cl2 (1.1 mL) was added dropwise a solution of DAST (0.345 mL, 2.61 mmol) in CH2Cl2 (1.1 mL) at −78° C. After being stirred for 2 h at −60° C., the reaction mixture was warmed to 0° C., poured into aq. 10% Na2CO3, and extracted with CH2Cl2. The organic layer was separated, washed with water, dried over MgSO4, and concentrated under reduced pressure. The residue was purified with FC (Hept/EA, 9.5:0.5→7:3) to afford trans-tert-butyl 3-azido-4-fluoropyrrolidine-1-carboxylate as a yellow oil. TLC: rf (Hept/EA, 7:3)=0.53.

1. temperaturethe reaction mixture was warmed to 0° C.
2. extractionextracted with CH2Cl2
3. customThe organic layer was separated
4. washwashed with water
5. dry with materialdried over MgSO4
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified with FC (Hept/EA, 9.5:0.5→7:3)