Reacción #417954

Ecuación de reacción

4′-Azido-1′-methyl-2′,3′,5′-O-tribenzoyluridine

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( 54 )

Rendimiento 46.2%

4′-azido-1′-methyluridine

Rendimiento 46.2%

Disolventes

ammonia

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solvent was removed
2. 2
   Otrothe residue was purified on a silica gel column (DCM/MeOH=50:1 to 30:1)

Procedimiento

4′-Azido-1′-methyl-2′,3′,5′-O-tribenzoyluridine (37-7) (0.20 g, 0.34 mmol) was dissolved in saturated methanolic ammonia (50 mL), and the mixture was stirred at R.T. for 14 hours. The solvent was removed, and the residue was purified on a silica gel column (DCM/MeOH=50:1 to 30:1) to give (54) as a white solid (47 mg, 46.0%). 1H NMR (CD3OD, 400 MHz) δ8.15 (d, J=8.4 Hz, 1H), 5.63 (d, J=8.4 Hz, 1H), 4.73 (d, J=5.6 Hz, 1H), 4.17 (d, J=5.2 Hz, 1H), 3.67 (d, J=12.0 Hz, 1H), 3.55 (d, J=12.0 Hz, 1H), 1.76 (s, 3H); ESI-negative-MS: m/z=298.1 [M−H]+, 597.2 [2M+H]+.

Fuente