Sodium Bicarbonate → rac-2-(3,5-Bis-trifluoromethyl-phenyl)-N-[(3S,4R)-1-(1,1-dioxo-1-thiomorpholine-4-carbonyl)-4-(4-fluoro-phenyl)-pyrrolidin-3-yl]-N-methyl-isobutyramide

Participants

Reaction Steps

To a stirred solution of rac-2-(3,5-bis-trifluoromethyl-phenyl)-N-[(3S,4R)-4-(4-fluoro-phenyl)-1-(thiomorpholine-4-carbonyl)-pyrrolidin-3-yl]-N-methyl-isobutyramide (0.20 g, 0.33 mmol, described herein above) in MeOH (2 ml) at RT, was added potassium monopersulfate triple salt (0.30 g, 0.49 mmol). Stirring was continued an additional 3 hours, then a solution of NaHSO3 (40%) was added, the ph was adjusted to 9 with an aqueous solution of NaHCO3, and finally the product was extracted with Et2O. Purification by flash chromatography (SiO2, EtOAc/Hx 1:1) yielded 185 mg (88%) of the title compound as_white foam.

Provenance & Evidence