Reacción #220296

Ecuación de reacción

Adenine

PMEA

adenine

ethylene carbonate

Magnesium Isopropoxide

→

9-(2-hydroxyethyl)adenine

Rendimiento 90.0%

Disolventes

toluene

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction was cooled to below 50° C.
2. 2
   TemperaturaThe slurry was further cooled to 5° C. for 2 hours
3. 3
   Filtraciónfiltered
4. 4
   Lavadorinsed with toluene (2×)
5. 5
   OtroThe wet solid was dried in vacuo at 65° C.

Procedimiento

Adenine to PMEA using Magnesium Isopropoxide. To a suspension of adenine (16.8 g, 0.124 mol) in DMF (41.9 ml) was added ethylene carbonate (12.1 g, 0.137 mol) and sodium hydroxide (.100 g, 0.0025 mol). The mixture was heated at 130° C. overnight. The reaction was cooled to below 50° C. and toluene (62.1 ml) was added. The slurry was further cooled to 5° C. for 2 hours, filtered, and rinsed with toluene (2×). The wet solid was dried in vacuo at 65° C. to yield 20.0 g (90%) of 9-(2-hydroxyethyl)adenine as an off-white solid. Mp: 238-240° C.

Fuente