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 h...

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Bibliographic Details
Published in:Farmaco (Società chimica italiana : 1989) 2005-05, Vol.60 (5), p.439-443
Main Authors: Chilmonczyk, Zdzisław, Sienicki, Łukasz, Łozowicka, Bożena, Lisowska-Kuźmicz, Małgorzata, Jończyk, Anna, Aboul-Enein, Hassan Y.
Format: Article
Language:English
Subjects:
1,4-Disubstituted piperazine
Amylose - analogs & derivatives
Amylose - analysis
Amylose - chemistry
Carbohydrates - analysis
Carbohydrates - chemistry
Cellulose - analogs & derivatives
Cellulose - analysis
Cellulose - chemistry
Chemistry, Pharmaceutical - methods
Chiral stationary phases
Chromatography, High Pressure Liquid - methods
Molecular Structure
Phenylcarbamates - analysis
Phenylcarbamates - chemistry
Piperazines - analysis
Piperazines - chemistry
Stereoisomerism
Synthesis
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Summary: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.
ISSN:0014-827X
1879-0569
DOI:10.1016/j.farmac.2005.01.006