Preparative resolution of etodolac enantiomers by preferential crystallization method.
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%.
Dung
Phan Thanh
PT
College of Pharmacy, Kangwon National University, Chuncheon, Korea.
Trung
Tran Quoc
TQ
Kim
Kyeong Ho
KH
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
D000894:Anti-Inflammatory Agents, Non-Steroidal; D017308:Etodolac