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Current Analytical Chemistry

Author(s): Noura Kichou, Ismahan Rahou, Zaid M. Elamin, Khaled Sekkoum, Nasser Belboukhari, Lazhar Bechki and Hassan Y. Aboul-Enein*

DOI: 10.2174/1573411015666190115152840

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Chiral Separation of 3,4-dihydropyrimidin-2(1H)-ones and 3,4-di -hydropyrimidin- 2(1H)-thiones Enantiomers by HPLC on Chiralcel®OD-H

Page: [250 - 255] Pages: 6

  • * (Excluding Mailing and Handling)

Abstract

Objective: Ten racemic 3,4-dihydropyrimidin-2(1H)-ones and 3,4-dihydropyrimidin- 2(1H)-thiones were separated by liquid chromatography on Chiralcel®OD-H column containing cellulose tris(3, 5-dimethylphenylcarbamate).

Methods: The enantioseparation was carried out using Chiralcel®OD-H polysaccharide-type chiral stationary phase to resolve such enantiomers under normal-phase mode.

Results: Complete separations of the 3,4-dihydropyrimidin-2(1H)-ones and 3,4-dihydropyrimidin- 2(1H)-thiones derivatives with good resolution (RS= 1.04-2.80) were achieved within a short time (10-15 min).

Conclusion: An optimal baseline separation (Rs> 1.5) was achieved using Chiralcel®OD-H under normal-phase mode. Structure-retention relationships have also been discussed.

Keywords: 3, 4-dihydropyrimidin-2(1H)-ones, 3, 4-dihydropyrimidin-2(1H)-thiones, Chiralcel®OD-H, tris(3, 5-dimethylphenylcarbamate), chiral separation, HPLC.

Graphical Abstract

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