Triacetoxyperiodinane → HCID 86708931, compound

Participants

Reaction Steps

To ethyl 2-(4-hydroxy-1,1-dioxido-6-(2,4,6-trichlorophenyl)-1,2,6-thiadiazinan-2-yl)acetate (400 mg, 0.96 mmol) in dichloromethane (20 mL), was added Dess-Martin periodinane (1.30 g, 3.07 mmol) and agitated for 5 hr at room temperature. The resultant was washed with ethyl acetate (50 mL) and the white solid formed thus was filtered through celite upon washing with ethyl acetate (50 mL). The filtrate was concentrated under reduced pressure, and purified by column chromatography (hexane:ethyl acetate=7:3), giving the compound of interest (344 mg, 86%, white solid). 1H NMR (300 MHz, DMSO-d6): δ 7.83 (s, 2H), 4.45 (s, 2H), 4.40 (s, 2H), 4.25 (s, 2H), 4.18-4.10 (q, 2H, J=7.1, 7.1, 7.1 Hz), 1.22-1.17 (t, 3H, J==7.1, 7.1 Hz).

Provenance & Evidence