反应详情

温度

95 °C

(3R,4R)-3-((tert-butoxycarbonyl)amino)tetrahydro-2H-pyran-4-yl methanesulfonate (2.2 g, 7.45 mmol), sodium azide (0.968 g, 14.90 mmol) and sodium acetate (1.222 g, 14.90 mmol) were taken up in DMF (15 ml). The reaction mixture was heated to 95° C. overnight. The reaction mixture was removed from heat and 20 ml of water was added and stirred while cooling. The reaction mixture was extracted with EtOAc. The organic layers were combined and washed with water. The organics were dried and solvent removed to give tert-butyl ((3S,4S)-4-azidotetrahydro-2H-pyran-3-yl)carbamate (1.8 g, 7.43 mmol, 100% yield) as a yellow oil. MS (ES+) C10H18N4O3 requires: 242, found: 265 [M+Na]+.

1. customThe reaction mixture was removed
2. temperaturefrom heat
3. addition20 ml of water was added
4. temperaturewhile cooling
5. extractionThe reaction mixture was extracted with EtOAc
6. washwashed with water
7. customThe organics were dried
8. customsolvent removed