反应详情

To a solution of 340 mg of sodium 2,2-dimethyl-5-(pyridin-2-yl)-1,3-dioxane-5-carboxylate in 5 ml of dioxane and 1 ml of water was added 0.21 ml of isobutyl chloroformate under ice-cooling, followed by stirring for 1 hour. A solution of 850 mg of sodium azide in 3 ml of water was added thereto, followed by stirring for 10 minutes under ice-cooling. To the reaction mixture were added water and diethyl ether to carry out a layer separation operation. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. To the obtained residue was added 5 ml of toluene, followed by stirring at 100° C. for 5 minutes. After leaving to be cooled, 0.7 ml of benzyl alcohol was added thereto at room temperature, followed by stirring at 100° C. for 19 hours. After leaving to be cooled, the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 223 mg of benzyl[2,2-dimethyl-5-(pyridin-2-yl)-1,3-dioxan-5-yl]carbamate.

1. temperaturecooling
2. stirringby stirring for 10 minutes under ice-
3. temperaturecooling
4. customa layer separation operation
5. washThe organic layer was washed with saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. customthe solvent was evaporated under reduced pressure
8. additionTo the obtained residue was added 5 ml of toluene
9. stirringby stirring at 100° C. for 5 minutes
10. customAfter leaving
11. temperatureto be cooled
12. customat room temperature
13. stirringby stirring at 100° C. for 19 hours
14. customAfter leaving
15. temperatureto be cooled
16. customthe solvent was evaporated under reduced pressure
17. customThe obtained residue was purified by silica gel column chromatography