反应详情

Sodium azide (7.65 g, 118 mmol) was added to a solution of 1,1-dimethylethyl (3R)-3-[(methylsulfonyl)oxy]-piperidine-1-carboxylate (21.9 g, 78.5 mmol) in dry dimethylformamide (120 mL) and the resultant suspension heated at 70° C. for 48 hours. After cooling to room temperature, the reaction mixture was diluted with water and extracted into ethyl acetate. The organic phase was washed two further times with water, then brine. The organic extracts were dried (MgSO4), filtered and evaporated in vacuo to give an oil. This was purified by flash chromatography on silica, eluting with ethyl acetate/cyclohexane (10:90 to 50:50), to give the title compound as an oil.

1. extractionextracted into ethyl acetate
2. washThe organic phase was washed two further times with water
3. dry with materialThe organic extracts were dried (MgSO4)
4. filtrationfiltered
5. customevaporated in vacuo
6. customto give an oil
7. customThis was purified by flash chromatography on silica
8. washeluting with ethyl acetate/cyclohexane (10:90 to 50:50)