반응 #1653

반응 방정식

diisopropylethylamine

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

H2O2

sodium bicarbonate

→

title compound

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

용매

dioxane

반응 조건

후처리

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

실험 절차

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%).

출처