m-Chloroperbenzoic acid → HCID 10110323, compound

Participants

Reaction Steps

To a solution of (4R,5R)-5-{(1S)-hydroxy[5-(3-pyridinyl)-2-thienyl]methyl}-1-methyl-4-phenyl-2-pyrrolidinone (Example 3b, 0.20 g, 0.55 mmol) in CHCl3 (10 mL) was added mCPBA (0.35 g, 1.4 mmol). The reaction mixture was stirred for 40 min, then was treated with a saturated NaHCO3 solution (10 mL). The organic layer was dried (Na2SO4) and was allowed to stand overnight. The white precipitate was filtered off, the filtrate was concentrated under reduced pressure. The crude product was triturated (Et2O/CH2Cl2) to give (4R,5R)-5-{(S)-hydroxy[5-(1-oxido-3-pyridinyl)-2-thienyl]methyl}-1-methyl-4-phenyl 2-pyrrolidinone: mp 138-140° C.; TLC (10% MeOH/CH2Cl2) Rf 0.20; ES-LRMS m/z 381 (MH+).

Provenance & Evidence