Reaktion #353424

Reaktionsgleichung

4-(diethylphosphonomethoxy)-1-bromobutane

NaH

adenine

→

material

9-(4-(phosphonomethoxy)butyl)adenine

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was heated at 80° for 1 hr
2. 2
   Temperaturand then cooled to 30°
3. 3
   Temperaturthe mixture was warmed to 60°
4. 4
   SonstigeThe solvent was then removed under high vacuum
5. 5
   Sonstigethe residue was triturated three times with 100 ml of CH2Cl2
6. 6
   Filtrationfiltered
7. 7
   SonstigeThe combined filtrates were evaporated
8. 8
   Sonstigepurified by SiO2 chromatography

Vorschrift

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°.

Quelle