JOURNAL OF THE CZECH PHARMACEUTICAL SOCIETY AND THE SLOVAK PHARMACEUTICAL SOCIETY

Čes. slov. farm. 2004, 53(4):197-202

Separation of Enantiomers of Phenylcarbamic Acid Derivatives by HPLC Method

K. Hroboňová1, J. Lehotay1, J. Čižmárik2
1 Katedra analytickej chémie Fakulty chemickej a potravinárskej chémie Slovenskej technickej univerzity, Bratislava
2 Katedra farmaceutickej chémie Farmaceutickej fakulty Univerzity Komenského, Bratislava

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 there solution 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 in the retention factors of the compounds under study and the resolution values of enantiomers.

Keywords: HPLC-β; cyklodextrin; enantiomers; alkoxysubstituted esters of phenylcarbamicacid; temperature effect

Published: April 1, 2004  Show citation

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Hroboňová K, Lehotay J, Čižmárik J. Separation of Enantiomers of Phenylcarbamic Acid Derivatives by HPLC Method. Čes. slov. farm. 2004;53(4):197-202.
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