SEARCH

SEARCH BY CITATION

Keywords:

  • cyanuric chloride;
  • indirect chiral separation;
  • (R,S)-baclofen;
  • dichloro-s-triazine;
  • reversed-phase HPLC

ABSTRACT

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.