反应详情

10 g. Triacetyl-6-chloro-9-(β-D-ribofuranosyl)-purine, 5.7 g. N-but-2-enyl-(2,5-dimethylbenzyl)-amine and 2.5 g. triethylamine were heated under reflux for 1 hour in 150 ml. isopropanol. Subsequently, the solvent was removed in a vacuum and the residue taken up in chloroform. The chloroform phase was washed several times with water, dried and evaporated. The syrupy residue was dissolved in 150 ml. methanol and the solution mixed with 5 ml. 1N sodium methylate solution and then boiled for 10 minutes. Thereafter, the methanol was replaced by ethyl acetate and the ethyl acetate solution washed two or three times with water. After drying and evaporating the solution, the residue was recrystallized twice from 100 ml. methanol/water (1:1), with the addition of active charcoal. There were finally obtained 5.9 g. (56% of theory) N(6)-but-2-enyl-N(6)-(2,5-dimethylbenzyl)-adenosine, which had a melting point of 125°-127°C.

1. temperatureunder reflux for 1 hour in 150 ml
2. customSubsequently, the solvent was removed in a vacuum
3. washThe chloroform phase was washed several times with water
4. customdried
5. customevaporated
6. dissolutionThe syrupy residue was dissolved in 150 ml
7. additionmethanol and the solution mixed with 5 ml
8. washthe ethyl acetate solution washed two or three times with water
9. customAfter drying
10. customevaporating the solution
11. customthe residue was recrystallized twice from 100 ml
12. additionmethanol/water (1:1), with the addition of active charcoal