HPLC enantioresolution of (R,S)-baclofen using three newly synthesized dichloro-s-triazine reagents having amines and five others having amino acids as chiral auxiliaries
Article first published online: 12 OCT 2011
Copyright © 2011 John Wiley & Sons, Ltd.
Volume 26, Issue 6, pages 743–748, June 2012
How to Cite
Bhushan, R. and Dixit, S. (2012), HPLC enantioresolution of (R,S)-baclofen using three newly synthesized dichloro-s-triazine reagents having amines and five others having amino acids as chiral auxiliaries. Biomed. Chromatogr., 26: 743–748. doi: 10.1002/bmc.1723
- Issue published online: 1 MAY 2012
- Article first published online: 12 OCT 2011
- Manuscript Accepted: 5 SEP 2011
- Manuscript Received: 22 JUN 2011
- Council of Scientific and Industrial Research, New Delhi, India. Grant Number: 01(2334)/09 EMR-II
- cyanuric chloride;
- indirect chiral separation;
- reversed-phase HPLC
Enantioresolution of (R,S)-baclofen was accomplished using a newly synthesized set of three chiral derivatizing reagents (CDRs) having amines [(S)-(−)-α,4-dimethylbenzylamine, (−)-cis-myrtanylamine and (R)-(−)-1-cyclohexylethylamine] as chiral auxiliaries in cyanuric chloride and another set of five CDRs having amino acids (l-Leu, d-Phg, l-Val, l-Met and l-Ala) as chiral auxiliaries. These eight CDRs were used for synthesis of diastereomers of (R,S)-baclofen under microwave irradiation. The diastereomers were separated on a reversed-phase C18 column using mixtures of methanol with aqueous trifluoroacetic acid with UV detection at 230 nm. Chromatographic data obtained for the two sets of diastereomers were compared among themselves and among the two groups. The method was validated for limit of detection, linearity, accuracy and precision. Copyright © 2011 John Wiley & Sons, Ltd.