Structure-retention relationship in a series of chiral 1,4-disubstituted piperazine derivatives on carbohydrate chiral stationary phases.
New racemic 1,4-disubstituted piperazines chemically named ethyl 2-[(4-pyrimidin-2yl-piperazine-1yl)carbonyl]C3-C5-alkanoates 1-7 were synthesized. The compounds were resolved into enantiomers on cellulose tris(4-methylbenzoate) and amylose tris(3,5-dimethylphenylcarbamate) stationary phases using hexane/propan-2-ol mobile phases. The optimum separation conditions for the compounds were obtained on cellulose tris(4-methylbenzoate) with 5% of 2-propanol in hexane. The relationship between structural and chromatographic parameters is discussed.
Chilmonczyk
Zdzisław
Z
Institute of Chemistry, University of Białystok, Piłsudskiego 11/4, 15-443 Białystok, Poland.
Sienicki
Lukasz
L
Lozowicka
Bozena
B
Lisowska-Kuźmicz
Małgorzata
M
Jończyk
Anna
A
Aboul-Enein
Hassan Y
HY
D000688:Amylose / Q000031:analogs & derivatives / Q000032:analysis / Q000737:chemistry; D002241:Carbohydrates / Q000032:analysis / Q000737:chemistry*; D002482:Cellulose / Q000031:analogs & derivatives / Q000032:analysis / Q000737:chemistry; D002626:Chemistry, Pharmaceutical / Q000379:methods; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D015394:Molecular Structure; D048448:Phenylcarbamates / Q000032:analysis / Q000737:chemistry; D010879:Piperazines / Q000032:analysis / Q000737:chemistry*; D013237:Stereoisomerism
D002241:Carbohydrates; D048448:Phenylcarbamates; D010879:Piperazines; C080033:Chiralpak AD; D002482:Cellulose; D000688:Amylose