반응 #5963

반응 방정식

9-(4-acetoxy-3-acetoxymethylbut-1-yl)-2-amino-6-chloropurine

ammonium formate

→

2-Amino-9-(4-hydroxy-3-hydroxymethylbut-1-yl)purine

용매

methanol

반응 조건

후처리

1. 1
   온도the mixture was heated
2. 2
   온도under reflux for 40 minutes
3. 3
   온도After cooling the solution
4. 4
   여과was filtered
5. 5
   기타the solvent removed
6. 6
   추출extracted with chloroform (100 ml and 50 ml)
7. 7
   건조dried (magnesium sulphate)
8. 8
   기타the solvent removed
9. 9
   workup.DISSOLUTIONThe residue was dissolved in methanol saturated with ammonia at 0° C. (150 ml)
10. 10
    기타The solvent was removed
11. 11
    여과filtered
12. 12
    기타The solid was recrystallised from isopropanol-water
13. 13
    기타a second recrystallisation

실험 절차

To a suspension of 9-(4-acetoxy-3-acetoxymethylbut-1-yl)-2-amino-6-chloropurine (4.86 g, 13.7 mmol) in methanol (140 ml) containing ammonium formate (400 mM) was added 10% palladium-on-charcoal (0.4 g) and the mixture was heated under reflux for 40 minutes. After cooling the solution was filtered and the solvent removed. The residue was taken up in water and extracted with chloroform (100 ml and 50 ml). The organic layers were combined, dried (magnesium sulphate) and the solvent removed. The residue was dissolved in methanol saturated with ammonia at 0° C. (150 ml) and the solution was stirred for 20 hours. The solvent was removed and the residue suspended in chloroform (20 ml) and filtered. The solid was recrystallised from isopropanol-water and a second recrystallisation was carried out from the mother liquors from ethanol (total 2.71 g, 83%).

출처