反应详情

温度

100 °C

5' -O-Tosyl-2'-deoxyuridine (2.78 gm, 10 mmole) is dissolved in 50 ml of dimethylformamide (DMF) and 0.98 gm (20 mmole) of lithium azide added. The solution is heated at 100° C for 2 hours, then cooled and filtered. DMF is removed in vacuo at 40° and the yellow residue dissolved in 200 ml of 50% aqueous methanol. 20 gm of Dowex 50 (H+) resin are added and the solution stirred at room temperature for 30 minutes. After filtration, the solvent is reduced to 20-30 ml by rotary evaporation. As the solution becomes more and more concentrated, a white precipitate forms. The precipitate is collected by filtration, dried in vacuo over KOH pellets and recrystallized from 2-propanol to yield 2.05 gm (80% yield) of a white powder.

1. temperaturecooled
2. filtrationfiltered
3. customDMF is removed in vacuo at 40°
4. dissolutionthe yellow residue dissolved in 200 ml of 50% aqueous methanol
5. addition20 gm of Dowex 50 (H+) resin are added
6. filtrationAfter filtration
7. customthe solvent is reduced to 20-30 ml by rotary evaporation
8. concentrationmore concentrated
9. filtrationThe precipitate is collected by filtration
10. dry with materialdried in vacuo over KOH pellets
11. customrecrystallized from 2-propanol