Economic Separations of Organic Acidic or Basic Enantiomeric Mixtures—A Protocol Suggestion

In this review, we aim to present new concepts for the revisited separation of enantiomers from racemic compounds and a protocol worth to be followed in designing the preparation of pure enantiomers. We have taken into account not only the influence of the properties (eutectic composition) and chara...

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Main Authors: Emese Pálovics, János Madarász, György Pokol, Elemér Fogassy, Dorottya Fruzsina Bánhegyi
Format: Article
Language:English
Published: MDPI AG 2023-01-01
Series:International Journal of Molecular Sciences
Subjects:
Online Access:https://www.mdpi.com/1422-0067/24/1/846
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author Emese Pálovics
János Madarász
György Pokol
Elemér Fogassy
Dorottya Fruzsina Bánhegyi
author_facet Emese Pálovics
János Madarász
György Pokol
Elemér Fogassy
Dorottya Fruzsina Bánhegyi
author_sort Emese Pálovics
collection DOAJ
description In this review, we aim to present new concepts for the revisited separation of enantiomers from racemic compounds and a protocol worth to be followed in designing the preparation of pure enantiomers. We have taken into account not only the influence of the properties (eutectic composition) and characteristics of the reactants (racemic compound, resolving agent), but also the behavior of the resulting diastereomers and the different conditions (e.g., crystallization time, solvents used, solvate-forming compounds, achiral additives, etc.). The examples discussed are resolutions developed by our research team, through which we will try to illustrate the impact of all these considerations, presenting the methodological investigations interpreting recent discoveries and observations. Some special solid-state analytical and structural investigations assisting us in the elucidation and invention design of the resolution processes of some active pharmaceutical ingredients, such as Tetramisole, tofisopam, and Amlodipine, are also shown.
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spelling doaj.art-eeab60de03fc48f6864294ac2707e2a22023-11-16T15:39:17ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672023-01-0124184610.3390/ijms24010846Economic Separations of Organic Acidic or Basic Enantiomeric Mixtures—A Protocol SuggestionEmese Pálovics0János Madarász1György Pokol2Elemér Fogassy3Dorottya Fruzsina Bánhegyi4Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, HungaryDepartment of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, HungaryDepartment of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, HungaryIn this review, we aim to present new concepts for the revisited separation of enantiomers from racemic compounds and a protocol worth to be followed in designing the preparation of pure enantiomers. We have taken into account not only the influence of the properties (eutectic composition) and characteristics of the reactants (racemic compound, resolving agent), but also the behavior of the resulting diastereomers and the different conditions (e.g., crystallization time, solvents used, solvate-forming compounds, achiral additives, etc.). The examples discussed are resolutions developed by our research team, through which we will try to illustrate the impact of all these considerations, presenting the methodological investigations interpreting recent discoveries and observations. Some special solid-state analytical and structural investigations assisting us in the elucidation and invention design of the resolution processes of some active pharmaceutical ingredients, such as Tetramisole, tofisopam, and Amlodipine, are also shown.https://www.mdpi.com/1422-0067/24/1/846designable resolutionthermal analysisstructural analysismelting binary phase diagramseutectic compositionbehavior of enantiomers
spellingShingle Emese Pálovics
János Madarász
György Pokol
Elemér Fogassy
Dorottya Fruzsina Bánhegyi
Economic Separations of Organic Acidic or Basic Enantiomeric Mixtures—A Protocol Suggestion
International Journal of Molecular Sciences
designable resolution
thermal analysis
structural analysis
melting binary phase diagrams
eutectic composition
behavior of enantiomers
title Economic Separations of Organic Acidic or Basic Enantiomeric Mixtures—A Protocol Suggestion
title_full Economic Separations of Organic Acidic or Basic Enantiomeric Mixtures—A Protocol Suggestion
title_fullStr Economic Separations of Organic Acidic or Basic Enantiomeric Mixtures—A Protocol Suggestion
title_full_unstemmed Economic Separations of Organic Acidic or Basic Enantiomeric Mixtures—A Protocol Suggestion
title_short Economic Separations of Organic Acidic or Basic Enantiomeric Mixtures—A Protocol Suggestion
title_sort economic separations of organic acidic or basic enantiomeric mixtures a protocol suggestion
topic designable resolution
thermal analysis
structural analysis
melting binary phase diagrams
eutectic composition
behavior of enantiomers
url https://www.mdpi.com/1422-0067/24/1/846
work_keys_str_mv AT emesepalovics economicseparationsoforganicacidicorbasicenantiomericmixturesaprotocolsuggestion
AT janosmadarasz economicseparationsoforganicacidicorbasicenantiomericmixturesaprotocolsuggestion
AT gyorgypokol economicseparationsoforganicacidicorbasicenantiomericmixturesaprotocolsuggestion
AT elemerfogassy economicseparationsoforganicacidicorbasicenantiomericmixturesaprotocolsuggestion
AT dorottyafruzsinabanhegyi economicseparationsoforganicacidicorbasicenantiomericmixturesaprotocolsuggestion