Semipreparative scale enantioseparation of racemic amine and amino ester hydrogen perchlorate salts using a silica gel-bound optically active di-tert-butylpyridino-18-crown-6 ligand.
We report herein results on the enantioseparation of selected racemic amine and amino ester hydrogen perchlorate salts using a silica gel-bound optically pure chiral di-tert-butylpyridino-18-crown-6 ligand (R,R)-1. The effect of solvent composition was studied using appropriate binary and ternary solvent mixtures as eluents. We found that acetonitrile/ methanol/ dichloromethane (MeCN/MeOH/CH2 Cl2 ) ternary solvent mixtures gave better enantioseparations for the racemic salts using chiral stationary phase (R,R)-1 than any of the binary ones. In the present paper we also describe the studies of chromatographic parameters such as loading, flow rate and eluent polarity.
Köntös
Z
Z
Institute for Organic Chemistry, Technical University Budapest; H-1521 Budapest, HUNGARY.
Huszthy
P
P
Bradshaw
J S
JS
Izatt
R M
RM
D004988:Ethers, Cyclic / Q000737:chemistry*; D008024:Ligands; D008968:Molecular Conformation; D015394:Molecular Structure; D010472:Perchlorates / Q000737:chemistry*; D012492:Salts / Q000737:chemistry / Q000302:isolation & purification; D058428:Silica Gel; D012822:Silicon Dioxide / Q000737:chemistry; D017670:Sodium Compounds / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism
D004988:Ethers, Cyclic; D008024:Ligands; D010472:Perchlorates; D012492:Salts; D017670:Sodium Compounds; D012997:Solvents; D058428:Silica Gel; D012822:Silicon Dioxide; C031068:sodium perchlorate