INDIRECT HIGH PERFORMANCE LIQUID CHROMATOGRAPHIC ENANTIOSEPARATION OF RECEMIC AMINO ALCOHOLS WITH 1,3-DIACETOXY-1-(4-NITROPHENYL)-2-PROPYL ISOTHIOCYANATE AS DERIVATIZING AGENT

Abstract

Synthetically and pharmaceutically interesting racemic amino alcohols with two adjacent chiral centres were analysed by means of indirect high performance liquid chromatography. For resolution of the enantiomers, the recently developed chiral derivatizing agent (1R,2R)-1,3-diacetoxy-1-(4-nitrophenyl)-2-propyl isothiocyanate ((R,R)-DANI) was applied. The diastereomeric thioureas produced after derivatization were separated under reversed-phase conditions. Of the organic modifiers applied in the eluent, methanol proved much more effective than acetonitrile.

ACKNOWLEDGMENTS

This work was supported by grants OTKA T 030452 and FKFP 0535. The authors thank Dr. Antal Péter for his helpful discussions.

Free samples of (R,R)-DANI are available upon request.