تفاعل #440807
ord-a9c8a9652cdc4e3fbcae8d09a886e04b
معادلة التفاعل
المتفاعلات
الكواشف
ظروف التفاعل
المعالجة
- 1درجة الحرارةThe mixture was heated
- 2درجة الحرارةunder reflux for two hours
- 3أخرىthe solvent removed under reduced pressure
- 4درجة الحرارةThe resulting solution was heated
- 5درجة الحرارةunder reflux under a nitrogen atmosphere for 3 hours
- 6درجة الحرارةThe mixture was cooled to room temperature
- 7غسيلwashed with a saturated aqueous solution of sodium hydrogen carbonate
- 8أخرىThe organic layer was separated
- 9تجفيفdried over anhydrous magnesium sulphate
- 10ترشيحfiltered
- 11أخرىthe solvent removed under reduced pressure
- 12أخرىThe residue was purified by column chromatography on silica gel using gradient elution with ethyl acetate:pentane (70:30, by volume)
الإجراء التجريبي
A suspension of methyl 6-[(2,2-diphenylethyl)amino]-9H-purine-2-carboxylate (Preparation 7) (1.5 g, 4.02 mmol) in 1,1,1-trichloroethane (40 ml) was treated with N,O-bis(trimethylsilyl)acetamide (4.8 ml, 19.6 mmol). The mixture was heated under reflux for two hours. The solution was allowed to cool to room temperature and the solvent removed under reduced pressure. The residue was taken up in anhydrous toluene (40 ml) and 1,2,3,5-tetra-O-acetyl-β-D-ribofuranose (1.65 g, 5.19 mmol) and trimethylsilyl trifluoromethanesulfonate (0.98 ml, 5.43 mmol) added. The resulting solution was heated under reflux under a nitrogen atmosphere for 3 hours. The mixture was cooled to room temperature, diluted with ethyl acetate (200 ml) and washed with a saturated aqueous solution of sodium hydrogen carbonate. The organic layer was separated, dried over anhydrous magnesium sulphate, filtered and the solvent removed under reduced pressure. The residue was purified by column chromatography on silica gel using gradient elution with ethyl acetate:pentane (70:30, by volume) then ethyl acetate:pentane (80:20, by volume) then ethyl acetate to afford the title compound as a foam (2.05 g).