m-Chloroperbenzoic acid → HCID 57683185, compound

Participants

Reaction Steps

To a solution of Example 74 (100 mg, 0.23 mmol) in dichloromethane (5 ml) was added 3-chloroperoxybenzoic acid (77%, 53 mg, 0.25 mmol). The reaction mixture was stirred at room temperature for 18 h, diluted with dichloromethane (10 ml) and washed with saturated aqueous sodium hydrogencarbonate solution (2×5 ml). The organic layer was separated, dried (MgSO4) and concentrated in vacuo. The residue was dissolved in acetonitrile/dimethyl sulphoxide (1:1, 1 ml) and purified by automated preparative liquid chromatography (Gilson system, 250 mm×30 mm Phenomenex LUNA C18(2) 101m column) using an acetonitrile:water gradient [45:55 to 95:5]. The appropriate fractions were concentrated in vacuo to give the titled compound (9 mg) and a second diastereoisomer, Example 126

Provenance & Evidence