Acetic Acid → HCID 135416033, compound

Participants

Reaction Steps

A solution of 3-[4-(1-{4-Isopropyl-2-[4-(4,4,5,5-tetramethyl [1,3,2]dioxaborolan-2-yl)-phenyl]-oxazol-5-yl}-ethoxy)-2-methyl-phenyl]-propionic acid methyl ester (0.88 g, 1.69 mmol) in THF (5 ml) at 0° C. is treated with HOAc (150 mg, 2.54 mmol), followed by addition of mixture of H2O2 (4.0 ml, 30%) in H2O (0.8 ml). The reaction mixture is stirred for 2 hours while warmed to room temperature. The mixture is then cooled back to 0° C. and treated with saturated aqueous Na2S2O3 (30 ml) carefully. The mixture is then extracted with EtOAc (3×100 mL) and the combined organics are dried over Na2SO4 and concentrated, purified by silica gel chromatography (Hexanes/EtOAc, 7/3 to 5/5) to afford the phenol as a colorless oil (0.62 g, 87%). MS (MH+): 424.4.

Provenance & Evidence