Water → 7-(1-(4-Chlorothiazol-2-yl)-3,4-dihydroxybutyl)-5-(3-fluorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

Participants

Reaction Steps

Osmium tetroxide (2.5% w.t., 2.032 mL, 0.162 mmol) was added to a solution of 7-(1-(4-chlorothiazol-2-yl)but-3-en-1-yl)-5-(3-fluorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (720 mg, 1.618 mmol) and N-methyl morpholine oxide (284 mg, 2.427 mmol) in acetonitrile (20 mL,) and water (2 mL). The mixture was stirred at room temperature for 105 mins. The reaction was quenched with saturated aqueous sodium metabisulfite solution and extracted with chloroform (3×). The combined organic extracts were passed through a hydrophobic frit and evaporated under vacuum to afford the title compound as a mixture of diastereomers.

Provenance & Evidence