Reacción #353424

Ecuación de reacción

4-(diethylphosphonomethoxy)-1-bromobutane

NaH

adenine

→

material

9-(4-(phosphonomethoxy)butyl)adenine

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was heated at 80° for 1 hr
2. 2
   Temperaturaand then cooled to 30°
3. 3
   Temperaturathe mixture was warmed to 60°
4. 4
   OtroThe solvent was then removed under high vacuum
5. 5
   Otrothe residue was triturated three times with 100 ml of CH2Cl2
6. 6
   Filtraciónfiltered
7. 7
   OtroThe combined filtrates were evaporated
8. 8
   Otropurified by SiO2 chromatography

Procedimiento

To a slurry of 0.962 g (22.8 mmol) of 57% NaH in 150 ml of distilled DMF was added in one portion 3.363 gm (24.9 mmol) of adenine. The mixture was heated at 80° for 1 hr. and then cooled to 30° and 6.30 g (20.7 mmol) of 4-(diethylphosphonomethoxy)-1-bromobutane was added and the mixture was warmed to 60° and stirred for 2 hrs. The solvent was then removed under high vacuum and the residue was triturated three times with 100 ml of CH2Cl2 and filtered. The combined filtrates were evaporated and purified by SiO2 chromatography to give 4.9 g (66%) of Ia product as a white crystalline material mp 67°.

Fuente