Triacetoxyperiodinane → HCID 86599653, compound

Participants

Reaction Steps

To a solution of tert-butyl 3-(hydroxymethyl)-4-(7-methyl-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-5-yl)butanoate (0.5500 g, 1.27 mmol) in methylene chloride (25 mL) was added Dess-Martin reagent (0.6449 g, 1.52 mmol) at room temperature. The reaction was stirredo vernight before washing with 1 N sodium hydroxide (10 mL) and water (2×10 mL). The organic layer was dried, filtered and concentrated. The final product was obtained by flash chromatography using 0% to 50% ethyl acetate/hexane (0.2773 g, 51%) HPLC tR=2.02 min, 1H-NMR (400 MHz, CDCl3) δ 9.42 (1H, s), 7.94 (1H, s), 7.19 (1H, s), 6.82 (1H, s), 5.64 (2H, s), 3.57 (2H, t, J=8.40 Hz), 3.02 (2H, m), 2.58 (1H, m), 2.54 (3H, s), 2.49 (1H, m), 2.30 (1H, m), 1.33 (9H, s), 0.87 (2H, t, J=8.40 Hz), −0.01 (9H, s).

Provenance & Evidence