Chromatographic Separation of Enantiomers of Some Physiologically Active Types of Compounds on Chiral Stationary Phases (Benzodiazepinones, Beta-Lactams, Beta-Aminoacids)
Tsipouras, Athanasios
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https://hdl.handle.net/2142/70334
Description
Title
Chromatographic Separation of Enantiomers of Some Physiologically Active Types of Compounds on Chiral Stationary Phases (Benzodiazepinones, Beta-Lactams, Beta-Aminoacids)
Author(s)
Tsipouras, Athanasios
Issue Date
1986
Department of Study
Chemistry
Discipline
Chemistry
Degree Granting Institution
University of Illinois at Urbana-Champaign
Degree Name
Ph.D.
Degree Level
Dissertation
Keyword(s)
Chemistry, Organic
Abstract
The enantiomers of some important types of compounds have been separated by chromatography on chiral stationary phases. Thus benzodiazepinone enantiomers and enantiomers of aryl substituted (beta)-lactams can be separated directly on amino acid derived chiral stationary phases, whereas (beta)-amino acid enantiomers can be separated, after conversion to the dinitrobenzamide esters, on amide or N-aryl amino acid derived chiral stationary phases. Soluble analogs of the chiral stationary phases were found to induce nonequivalence in the NMR spectra of the two enantiomers of a variety of chiral compounds. The above methods allow the easy evaluation of enantiomeric purities and since chromatographic separability factors are often quite high preparative resolution can be effected even using inexpensive chromatographic techniques such as flash chromatography.
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