反应 #58778

反应方程式

2′,3′,5′-triacetoxy-2,6-dichloroadenosine

cyclopentylamine

ethanol

→

2-chloro-N6-cyclopentyladenosine

溶剂

ethyl acetate

water

反应条件

后处理

1. 1
   温度the resulting solution was heated
2. 2
   温度at reflux for about 15 hours
3. 3
   浓缩concentrated in vacuo
4. 4
   其他to provide a crude residue which
5. 5
   其他transferred to a separatory funnel
6. 6
   其他The organic layer was separated
7. 7
   干燥dried over sodium sulfate
8. 8
   浓缩concentrated in vacuo
9. 9
   其他to provide a crude residue which
10. 10
    其他was purified

实验过程

2′,3′,5′-triacetoxy-2,6-dichloroadenosine (1.5 g) and cyclopentylamine (8 eq.) were diluted with ethanol (50 eq.) and the resulting solution was heated at reflux for about 15 hours, then cooled to room temperature and concentrated in vacuo to provide a crude residue which was diluted with a mixture of ethyl acetate and water and transferred to a separatory funnel. The organic layer was separated, dried over sodium sulfate and concentrated in vacuo to provide a crude residue which was purified using flash column chromatography on silica gel (8% MeOH-dichloromethane as eluent) to provide 2-chloro-N6-cyclopentyladenosine (0.948 g). MS m/z 370.32 [M+H]+.

来源