反应详情

温度

100 °C

To a solution of 366 (0.19 g, 0.31 mmol) in DMF (5 mL) was added sodium azide (0.050 g, 0.77 mmol) and the reaction mixture was heated to 100° C. for 1 h. The mixture was then cooled, partitioned between ethyl acetate and water, the organic phase was collected, washed with water, brine, dried (anhydrous MgSO4), filtered, and concentrated. The residue was filtered through a short plug of silica, eluting with ethyl acetate, and the eluate was concentrated. The residue was dissolved in 1:1 ethyl acetate/methanol (30 mL) mixture; to this solution was added palladium (10% on carbon), and the suspension was stirred under an atmosphere of hydrogen for 3 h. It was then filtered through celite and concentrated. The residue was purified by flash chromatography (eluent 95:3:2 chloroform/methanol/NH4OH) to afford 367 (0.097 g, 52% yield): LRMS (M+H): 601.2.

1. temperatureThe mixture was then cooled
2. custompartitioned between ethyl acetate and water
3. customthe organic phase was collected
4. washwashed with water, brine
5. dry with materialdried (anhydrous MgSO4)
6. filtrationfiltered
7. concentrationconcentrated
8. filtrationThe residue was filtered through a short plug of silica
9. washeluting with ethyl acetate
10. concentrationthe eluate was concentrated
11. dissolutionThe residue was dissolved in 1:1 ethyl acetate/methanol (30 mL) mixture
12. additionto this solution was added palladium (10% on carbon)
13. filtrationIt was then filtered through celite
14. concentrationconcentrated
15. customThe residue was purified by flash chromatography (eluent 95:3:2 chloroform/methanol/NH4OH)