title: Preparative resolution of etodolac enantiomers by preferential crystallization method.
abstract: Pure enantiomers are of large interest for several industries. This study was aimed to establish a method for separation of etodolac enantiomers by preferential crystallization after a conglomerate formation of its derivatives. S-(+)-etodolac and R-(-)-etodolac enantiomers were both prepared by classical resolution via crystallization of diastereoisomeric salt with (-)-brucine and (-)-cinchonidine. Enantiomeric purity of etodolac was determined by HPLC method using Chiralcel OD-H column. The pure diastereomeric salt collected from repeated recrystallization was further fractionated by liquid-liquid extraction to pure enantiomers. Etodolac enantiomers were recovered with overall yield more than 20% and the purities were over 99.9%.
authors.affiliation: College of Pharmacy, Kangwon National University, Chuncheon, Korea.
authors.forename: Phan Thanh
authors.initials: PT
authors.lastname: Dung
authors.forename: Tran Quoc
authors.initials: TQ
authors.lastname: Trung
authors.forename: Kyeong Ho
authors.initials: KH
authors.lastname: Kim
mesh_terms: D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid; D003460:Crystallization; D015195:Drug Design; D017308:Etodolac / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D017308:Etodolac