Analytical Sciences

Chiral Separation of OrganicPhosphonate Compounds on Cellulose CSP (Chiral Stationary Phase) underReversed Phase Mode

Guo-ShengYANG,*^,** Piedad ParrillaVAZQUEZ,**  Antonia Garrido FRENICH,** JoseL. Martinez VIDAL,** and Hassan Y.ABOUL-ENEIN***

*Department of Chemistry, ShandongUniversity, Jinan 250100, P. R. China
**Department of AnalyticalChemistry, University of Almeria, La Canada de San Urbano, 04120-Almeria,Spain
***Pharmaceutical Analysis Laboratory, Biological and MedicalResearch Department (MBC-03-65), King Faisal Specialist Hospital andResearch Centre, P. O. Box 3354, Riyadh 11211, Saudi Arabia

The enantiomers of fourteenO,O-dialkyl-2-benzyloxycarbonyl-aminoarylmethyl-phosphonatesare directly separated on the tris(3,5-dimethylphenylcarbamate) cellulosecolumn (Chiralcel OD-R) under reversed phase mode. The results of thechiral separation are different from the results obtained in the normalphase mode. The mobile phase plays an essential role in chiraldiscrimination when using Chiralcel OD-R. The influences of the mobilephase composition on the retention and the enantioselectivity areinvestigated. The influences on chiral separation of the length and sterichindrance of alkoxy groups of the phosphonate ester and of the nature ofthe substituent on the benzene ring that is attached to the chiral carbonatom are also discussed.

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