Triacetoxyperiodinane → HCID 86673117, compound

Participants

Reaction Steps

To a solution of 6-Hydroxymethyl-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl-oxime (example 144C) (575 mg, 1.58 mmol) in dichloromethane (60 ml), was added a Dess Martin solution (15 wt. % in DCM) (6.7 ml; 2.37 mmol). After 1 hour stirring at room temperature, an additional amount of Dess Martin solution (6 ml) was added to complete the reaction. The reaction mixture was quenched with water and added to a 1:1 solution of saturated sodium hydrogenocarbonate and 5% aq solution of Na2S2O3. After extraction with ethyl acetate, the organic layers were washed with water, brine, dried over sodium sulfate and concentrated. The residue was purified by flash chromatography over silica gel (gradient cyclohexane/ethyl acetate: 0-40%) to afford the title compound (355 mg, 62%) as a yellow solid.

Provenance & Evidence