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A Novel Synthetic Method for Bepotastine, a Histamine H1 Receptor Antagonist
Bulletin of the Korean Chemical Society (Print)
An efficient and alternative synthesis of enantiomerically pure (+)-(S)-4-(4-((4-chlorophenyl)(pyrid-2yl)methoxy]piperidin-1-yl)butanoic acid, bepotastine (1) is described. The key resolution of (R/S)-bepotastine l-menthyl ester (3) is achived via diastereomeric salt crystallization using N-benzyloxycarbonyl-L-aspartic acid (NCbzLAA) as the resolving agent to provide (S)-bepotastine l-menthyl ester (S)-3. Hydrolysis of (S)bepotastine l-menthyl ester (S)-3 afforded the desired bepotastine (1)doi:10.5012/bkcs.2013.34.2.549 fatcat:hb7yf6kierau3frgozavxsi56m