반응 #58778

반응 방정식

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

cyclopentylamine

ethanol

→

2-chloro-N6-cyclopentyladenosine

용매

ethyl acetate

water

반응 조건

후처리

1. 1
   온도the resulting solution was heated
2. 2
   온도at reflux for about 15 hours
3. 3
   농축concentrated in vacuo
4. 4
   기타to provide a crude residue which
5. 5
   기타transferred to a separatory funnel
6. 6
   기타The organic layer was separated
7. 7
   건조dried over sodium sulfate
8. 8
   농축concentrated in vacuo
9. 9
   기타to provide a crude residue which
10. 10
    기타was purified

실험 절차

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]+.

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