反应详情

A stirred mixture of D13 (87 mg, 0.33 mmole), triethylamine (40 mg, 0.40 mmole) and diphenylphosphoryl azide (96 mg, 0.35 mmole) in toluene was heated at reflux under argon for 0.5 h, then allowed to cool to room temperature and treated with a solution of D3 (70 mg, 0.25 mmole) in DCM (10 ml). The mixture was stirred at room temperature for 4 h, then treated with polystyrene bound trisamine (80 mg of 3.6 mmole/g) and polystyrene bound methylisocyanate (60 mg of 1.2 mmole/g) and stirred at room temperature for 70 h, then filtered through Kieselguhr. The filtrate was washed with 10% Na2CO3 solution, dried (Na2SO4), concentrated under vacuum and purified by chromatography on basic alumina eluting with EtOAc, followed by trituration with Et2O to afford the title compound as a yellow solid (70 mg, 52%).

1. temperaturewas heated
2. temperatureat reflux under argon for 0.5 h
3. stirringstirred at room temperature for 70 h
4. filtrationfiltered through Kieselguhr
5. washThe filtrate was washed with 10% Na2CO3 solution
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated under vacuum
8. custompurified by chromatography on basic alumina eluting with EtOAc