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Separation of Enantiomers of Phenylcarbamic Acid Derivatives by HPLC Method


Authors: K. Hroboňová;  J. Lehotay;  J. Čižmárik 1
Authors‘ workplace: Katedra analytickej chémie Fakulty chemickej a potravinárskej chémie Slovenskej technickej univerzity, Bratislava 1 Katedra farmaceutickej chémie Farmaceutickej fakulty Univerzity Komenského, Bratislava
Published in: Čes. slov. Farm., 2004; , 197-202
Category:

Overview

The chiral stationary phase on the base of β-cyclodextrin and the mobile phase acetonitrile/0.1 mol/lacetate buffer pH=5.2 (88/12 w/w) were used for the separation of the enantiomers of 1-methoxymethyl,1-ethoxymethyl, 1-propoxymethyl-2-(1-pyrrolidinyl), (1-piperidino), (1-perhydroazepinyl)-ethyl esters of 2-alkoxyphenylcarbamic acid. The influence of the structure of these compounds andthe influence of temperature on enantioseparation were studied. The dominant effect on theresolution of enantiomers is exerted by the length of the alkoxysubstituent on the aromatic ring andits position with regard to the stereogenic centre. A decrease in temperature caused an increase inthe retention factors of the compounds under study and the resolution values of enantiomers.

Key words:
HPLC-β – cyklodextrin – enantiomers – alkoxysubstituted esters of phenylcarbamicacid – temperature effect

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