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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

Author(s):

Noura Kichou, Ismahan Rahou, Zaid M. Elamin, Khaled Sekkoum, Nasser Belboukhari, Lazhar Bechki and Hassan Y. Aboul-Enein*   Pages 1 - 6 ( 6 )

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).

Method: The enantioseparation was carried out using of 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 were discussed.

Keywords:

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

Affiliation:

University Of Mouloud Mammeri-Tizi-Ouzou, 15000 Algeria & Laboratory of Electrochemistry-Corrosion Metallurgy and Rineral Chemistry, UBTHB, Bp 32 El Alia, Bab-ezzouar, 16111 , Bioactive Molecules & Chiral Separation Laboratory, Faculty of Exact Sciences , University of TM Bechar, Bechar, Bioactive Molecules & Chiral Separation Laboratory, Faculty of Exact Sciences , University of TM Bechar, Bechar, Bioactive Molecules & Chiral Separation Laboratory, Faculty of Exact Sciences , University of TM Bechar, Bechar, Bioactive Molecules & Chiral Separation Laboratory, Faculty of Exact Sciences , University of TM Bechar, Bechar, University Kasidi Merbah, Ouergla, Pharmaceutical and Medicinal Chemistry Department, Pharmaceutical and Drug Industries Research Division, National Research Center, Dokki, Cairo



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