تفاعل #1653

معادلة التفاعل

diisopropylethylamine

2-acetamido-6-diphenylcarbamoyl-9-[2-(phenylselenyl)ethoxymethyl]purine

H2O2

sodium bicarbonate

→

title compound

2-Acetamido-6-diphenylcarbamoyl-9-(vinyloxymethyl)purine

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   تركيزThe reaction was then concentrated to about 10 mL
2. 2
   workup.ADDITIONdiluted with ethyl acetate (100 mL)
3. 3
   تجفيفdried (MgSO4)
4. 4
   أخرىthe solvents were removed in vacuo
5. 5
   workup.DISSOLUTIONThe residue was dissolved in dioxane (40 mL)
6. 6
   درجة الحرارةthe solution was heated at 80° C. for 30 min under nitrogen
7. 7
   أخرىThe solvent was evaporated in vacuo
8. 8
   أخرىthe residual oil was chromatographed on silica gel

الإجراء التجريبي

To a solution of 2-acetamido-6-diphenylcarbamoyl-9-[2-(phenylselenyl)ethoxymethyl]purine (4.92 g, 8.16 mmol) in dioxane (80 mL) was added 30% H2O2 (4 mL, 35 mmol) and sodium bicarbonate (2.1 g, 24.5 mmol). The mixture was heated at 60° C. for 20 min. The reaction was then concentrated to about 10 mL, diluted with ethyl acetate (100 mL), dried (MgSO4) and the solvents were removed in vacuo. The residue was dissolved in dioxane (40 mL), diisopropylethylamine (1.27 g, 10 mmol) was added and the solution was heated at 80° C. for 30 min under nitrogen. The solvent was evaporated in vacuo and the residual oil was chromatographed on silica gel using CH2Cl2 -ethyl acetate (1:1) as eluent to give the title compound as a yellowish powder: yield 2.3 g (65%).

المصدر