反应详情

温度

0 °C

A solution of 3 (100 mg, 0.27 mmol) and t-butyl alcohol (28.4 μL, 0.30 mmol) in DMF (5 mL, anhydrous) was cooled to 0° C. Diphenylphosphoryl azide (64 μL, 0.30 mmol) was added to the solution. Triethylamine (103 μL, 0.60 mmol) was then added over 10 min. The solution was stirred 1 h at 0° C. and allowed to warm to room temperature and stir 16 h. The reaction was quenched with H2O and extracted with EtOAc. The combined organic layers were washed with H2O, dried (brine and MgSO4), filtered, and concentrated in vacuo. The resulting oil was purified by flash chromatography by eluting with hexane-EtOAc (1:1). Collected 4 (86 mg, 90%) as a yellow crystalline solid.

1. temperatureto warm to room temperature
2. stirringstir 16 h
3. customThe reaction was quenched with H2O
4. extractionextracted with EtOAc
5. washThe combined organic layers were washed with H2O
6. dry with materialdried (brine and MgSO4)
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customThe resulting oil was purified by flash chromatography
10. washby eluting with hexane-EtOAc (1:1)
11. customCollected 4 (86 mg, 90%) as a yellow crystalline solid