Sodium Bicarbonate → N-(2,2-Diphenylethyl)-2-(methylsulphonyl)-9-tetrahydro-2H-pyran-2-yl-9H-purin-6-amine

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Reaction Steps

A solution of oxone® (potassium peroxymonosulphate) (44 g, 71.7 mmol) in water (200 ml) was added drop wise over 2 hr to a stirred solution of N-(2,2-diphenylethyl)-2-(methylsulfanyl)-9-tetrahydro-2Hpyran-2-yl-9H-purin-6-amine (preparation 7) (25 g, 56.2 mmol) and sodium hydrogen carbonate (20 g, 238 mmol) in acetone (1000 ml) and water (250 ml). The resultant mixture was stirred at room temperature for 24 hr, filtered and the residue washed with acetone. The acetone was removed from the filtrate under reduced pressure and the resulting aqueous residue extracted with ethyl acetate and then dichloromethane. The combined organic extracts were washed with brine, dried with anhydrous magnesium sulfate, filtered and the solvent removed under reduced pressure. The residue was triturated with diethyl ether, the mixture filtered and the collected material washed with diethyl ether and pentane, then dried to afford the title compound as a white solid (20.32 g).

Provenance & Evidence