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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
Author(s) -
Bhushan Ravi,
Dixit Shuchi
Publication year - 2012
Publication title -
biomedical chromatography
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.4
H-Index - 65
eISSN - 1099-0801
pISSN - 0269-3879
DOI - 10.1002/bmc.1723
Subject(s) - diastereomer , chemistry , chromatography , reagent , trifluoroacetic acid , high performance liquid chromatography , detection limit , triazine , cyanuric chloride , choline chloride , aqueous solution , chiral derivatizing agent , organic chemistry , chiral column chromatography
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 C 18 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.