Summary
Chiral resolution of aminoalcohols is performed by ionpair chromatography using (+)-10-camphorsulphonic acid in methylene chloride + 1-pentanol (199∶1) as mobile phase and LiChrosorb DIOL as adsorbing stationary phase. Change of the properties of the solid phase and the nonpolar solvent affects the retention and the separation efficiency but has no significant influence on the chiral selectivity. Studies of the structural requirements for the stereoselective separation have shown that a simultaneous electrostatic and hydrogen bonding between the two enantiomeric ions is of fundamental importance. Studies of equilibrium processes in the mobile phase indicate that the aminoalcohols are retained as ion pairs.
References
G. Blaschke, Angew. Chem., Int. Ed. Engl.19, 13 (1980).
W. Lindner, Chimia35, 294 (1981).
C. Pettersson, G. Schill, J. Chromatogr.204, 179 (1981).
H. Yoneda, J. Liquid Chromatogr.2, 1157 (1979).
J. H. Knox, J. Jurand, J. Chromatogr.234, 222 (1982).
G. Schill, Separation Methods for Drugs and Related Organic Compound; The Swedish Academy of Pharmaceutical Sciences, Apotekarsocieteten, 1978, p. 43.
A. K. Kolstad, T. Nordgren, Acta Pharm. Suecica15, 55 (1980).
L. Hackzell, G. Schill, Chromatographia (1982) in press.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Pettersson, C., Schill, G. Chiral resolution of aminoalcohols by ion-pair chromatography. Chromatographia 16, 192–197 (1982). https://doi.org/10.1007/BF02258898
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02258898