反応 #5963

反応方程式

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

ammonium formate

→

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

溶媒

methanol

反応条件

後処理

1. 1
   温度the mixture was heated
2. 2
   温度under reflux for 40 minutes
3. 3
   温度After cooling the solution
4. 4
   ろ過was filtered
5. 5
   その他the solvent removed
6. 6
   抽出extracted with chloroform (100 ml and 50 ml)
7. 7
   乾燥dried (magnesium sulphate)
8. 8
   その他the solvent removed
9. 9
   workup.DISSOLUTIONThe residue was dissolved in methanol saturated with ammonia at 0° C. (150 ml)
10. 10
    その他The solvent was removed
11. 11
    ろ過filtered
12. 12
    その他The solid was recrystallised from isopropanol-water
13. 13
    その他a second recrystallisation

実験手順

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%).

出典