Hydrogen Peroxide → 2-Acetamido-6-diphenylcarbamoyl-9-(vinyloxymethyl)purine

Temperature

60 °C

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%).

1. concentrationThe reaction was then concentrated to about 10 mL
2. additiondiluted with ethyl acetate (100 mL)
3. dry with materialdried (MgSO4)
4. customthe solvents were removed in vacuo
5. dissolutionThe residue was dissolved in dioxane (40 mL)
6. temperaturethe solution was heated at 80° C. for 30 min under nitrogen
7. customThe solvent was evaporated in vacuo
8. customthe residual oil was chromatographed on silica gel

ORD record

ord-560dc193ecc34b789acc357ab3f450a5

Source dataset

uspto-grants-1998_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05726174