Comparison of column performances in direct high-performance liquid chromatographic enantioseparation of 1- or 3-methyl-substituted tetrahydroisoquinoline analogs. Application of direct and indirect methods.
The enantioseparability of 1- or 3-methyl-substituted tetrahydroisoquinolines was investigated by direct and indirect high-performance liquid chromatography. Alpha- and beta-cyclodextrin-, macrocyclic glycopeptide- and cellulose-based chiral columns and isothiocyanate- and Sanger-type chiral derivatizing agents (CDAs) were applied to attain satisfactory enantioseparation. Of the chiral columns, beta-cyclodextrin-, vancomycin- and teicoplanin-containing macrocyclic glycopeptide-based columns appeared to be most suitable; of the CDAs, (1S,2R)-1-acetoxy-1-phenyl-2-propyl isothiocyanate was most favorable. The differences between the selectivities of the columns and CDAs were compared and optimized to yield the best resolution.
Péter
Antal
A
Department of Inorganic and Analytical Chemistry, University of Szeged, H-6720 Szeged, Dóm tér 7, Hungary. apeter@chem.u-szeged.hu
Péter
Mária
M
Ilisz
István
I
Fülöp
Ferenc
F
D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation / Q000379:methods*; D013237:Stereoisomerism; D044005:Tetrahydroisoquinolines / Q000302:isolation & purification*
D044005:Tetrahydroisoquinolines