m-Chloroperbenzoic acid → HCID 178424250, compound

Participants

Reaction Steps

A solution of (R,E)-1-(4-(3-(hydroxyimino)-3-(2-methylpyridin-4-yl)-1-o-tolylpropyl)-phenyl)piperidine-4-carboxylic acid (example 266; 95 mg, 208 μmol) in dichloromethane (3 mL) and methanol (0.75 mL) was treated with 3-chloroperbenzoic acid (42 mg, 241 μmol) at 0° C. The reaction mixture was allowed to reach room temperature over 3 h, then after addition of sat. aq. sodium hydrogencarbonate solution (3 drops) and sat. aq. ammonium chloride solution (5 drops) concentrated under vacuum. The residue was purified by preparative HPLC to afford the title compound (49 mg, 50%). White foam, MS (ESI+): m/z=474.1 ([M+H]+).

Provenance & Evidence