Water → HCID 23508278, compound

Participants

Reaction Steps

To a solution of methyl 2-[(4′-chloro[1,1′-biphenyl]-4-yl)-sulfonylamino]-pent-4-eneoate 12c (9.2 g, 24.1 mmol) in CH2Cl2 (175 mL), NaHCO3 (4.2 g, 50 mmol) and water (100 mL) at 0 C., is slowly added m-chloroperbenzoic acid (57-86%) (19.4 g, ˜80 mmol). The reaction is stirred for 72 hours. The mixture is diluted with aqueous NaHCO3 and this mixture is extracted with ethyl acetate (3×100 mL). The combined ethyl acetate layer is washed with brine, dried over MgSO4, filtered and concentrated to an oil. Purification of this compound is accomplished by column chromatography with 40% ethyl acetate in hexanes as the eluent to give the desired product.

Provenance & Evidence