Reversed-phase high-performance liquid chromatographic separation of diastereomers of (R,S)-mexiletine prepared by microwave irradiation with four new chiral derivatizing reagents based on trichloro-s-triazine having amino acids as chiral auxiliaries and 10 others having amino acid amides

作者: Ravi Bhushan , Shuchi Dixit

DOI: 10.1016/J.CHROMA.2010.09.072

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摘要: Abstract A new series of chiral derivatizing reagents (CDRs) consisting four dichloro-s-triazine was synthesized by nucleophilic substitution one chlorine atom in trichloro-s-triazine with amino acids, namely l -Leu, d -Phg, -Val and -Ala as auxiliaries. Two other sets CDRs (DCT) six monochloro-s-triazine (MCT) were also prepared atom(s) different acid amides auxiliaries its 6-methoxy derivative, respectively. These 14 used for the synthesis diastereomers (R,S)-mexiletine under microwave irradiation (i.e. 60 s 90 s at 85% power (of 800 W) using DCT MCT reagents, respectively), which resolved reversed-phase high-performance liquid chromatography C18 column gradient eluting mixtures methanol aqueous trifluoroacetic (TFA) UV detection 230 nm. The resolution (Rs), difference between retention times (Δt) factors (k) obtained three compared among themselves groups. Explanations have been offered longer better comparison their counterparts and, influence hydrophobicity side chain R on resolution. newly observed to be superior amide terms providing cost effectiveness. method validated limit detection, linearity, accuracy precision.

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