反应详情

To a solution of methyl 4-aminoadamantane-1-carboxylate obtained in Reference Example 11 (1.87 g) in tetrahydrofuran (20 ml), water (10 ml), benzyl chloroformate (1.53 g) and sodium carbonate (1.13 g) were added and stirred at room temperature for 5 hours. Benzyl chloroformate (0.76 g) was further added and stirred at room temperature for 2 hours. After insoluble materials were filtered off, the solvent was concentrated and the residue was extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate and then filtered to remove the desiccant, followed by distilling off the solvent under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluting solvent: chloroform:methanol=200:1 to 100:1) to give methyl 4-{[2-(benzyloxy)-2-oxoethyl]amino}-adamantane-1-carboxylate (3.30 g) as a colorless powder.

1. additionwere added
2. stirringstirred at room temperature for 2 hours
3. filtrationAfter insoluble materials were filtered off
4. concentrationthe solvent was concentrated
5. extractionthe residue was extracted with chloroform
6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
7. filtrationfiltered
8. customto remove the desiccant
9. distillationby distilling off the solvent under reduced pressure
10. customThe resulting residue was purified by silica gel column chromatography (eluting solvent: chloroform:methanol=200:1 to 100:1)