ENANTIORESOLUTION OF (RS)-BUPROPION BY REVERSED-PHASE HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY USING CYANURIC CHLORIDE BASED CHIRAL DERIVATIZING REAGENTS HAVING AMINO ACIDS AS CHIRAL AUXILIARIES

Abstract

Enantioseparation of (RS)-Bupropion was achieved as its diastereomers which were prepared with chiral derivatizing reagents (CDRs) synthesized from cyanuric chloride. Five new CDRs were prepared by nucleophilic substitution of Cl atom in 6‐butoxy derivative of cyanuric chloride with amino acids (namely, L‐Leu, L‐Val, L‐Phe, D‐Phg and L‐Ala) as chiral auxiliaries to give monochloro-s-triazine reagents and other five dichloro-s-triazine reagents were prepared by monosubstitution with the above-mentioned amino acids. The diastereomers were synthesized under microwave irradiation and by conventional method. Separation efficiencies of the two sets of CDRs, among themselves and among the two groups, have been compared on the basis of resolution (RS) and difference between the retention times of resolved diastereomers. The method was validated for detection limit, linearity, accuracy and precision.