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

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.