ENANTIOMER PURIFICATION THROUGH ACHIRAL CHROMATOGRAPHY: INTEGRATING SIMULATED MOVING BED AND SELF-DISPROPORTIONATION OF ENANTIOMERS

ENANTIOMER PURIFICATION THROUGH ACHIRAL CHROMATOGRAPHY: INTEGRATING SIMULATED MOVING BED AND SELF-DISPROPORTIONATION OF ENANTIOMERS

Enantiomer purification is a critical process in the pharmaceutical, agrochemical, and food industries, where chiral compounds often exhibit distinct biological activities. Traditional chiral chromatography is effective but costly due to the use of expensive chiral stationary phases. This review art...

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Date:2025
Main Authors: Wzorek, Alicja, Klika, Karel, Han, Jianlin, Sorochinsky, Alexander, Ono, Taizo, Soloshonok, Vadim
Format: Article
Language:English
Published: V.I.Vernadsky Institute of General and Inorganic Chemistry 2025
Online Access:https://ucj.org.ua/index.php/journal/article/view/714
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Journal Title:Ukrainian Chemistry Journal

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Ukrainian Chemistry Journal
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spelling oai:ojs2.1444248.nisspano.web.hosting-test.net:article-7142025-05-07T17:16:30Z ENANTIOMER PURIFICATION THROUGH ACHIRAL CHROMATOGRAPHY: INTEGRATING SIMULATED MOVING BED AND SELF-DISPROPORTIONATION OF ENANTIOMERS Wzorek, Alicja Klika, Karel Han, Jianlin Sorochinsky, Alexander Ono, Taizo Soloshonok, Vadim Chirality, Enantiomers, Purification, Self-Disproportionation of Enantiomers (SDE), Achiral Chromatography, Simulated Moving Bed Chromatography. Enantiomer purification is a critical process in the pharmaceutical, agrochemical, and food industries, where chiral compounds often exhibit distinct biological activities. Traditional chiral chromatography is effective but costly due to the use of expensive chiral stationary phases. This review article highlights a recent breakthrough in enantiomer purification under entirely achiral conditions. Specifically, it focuses on the convergence of achiral simulated moving bed chromatography and the phenomenon of self-disproportionation of enantiomers (SDE). Experimental validation using scalemic methyl p-tolyl sulfoxide as a model compound enabled the isolation of the excess enantiomer with high purity (99% ee) and a respectable yield (~50%). This innovative process features exceptional productivity (up to 99 grams per liter of column volume per day), reproducibility, and reliability. This breakthrough presents the first practical example of enantiomer purification based on SDE, offering a scalable and economically viable alternative to conventional chiral separations. Given that SDE is an inherent property of all chiral compounds, this innovative approach is anticipated to become the method of choice for practical enantiomer purification in both research and industrial production. V.I.Vernadsky Institute of General and Inorganic Chemistry 2025-04-25 Article Article Organic chemistry Органическая xимия Органічна xімія application/pdf https://ucj.org.ua/index.php/journal/article/view/714 10.33609/2708-129X.91.3.2025.34-48 Ukrainian Chemistry Journal; Vol. 91 No. 3 (2025): Ukrainian Chemistry Journal; 34-48 Украинский химический журнал; Том 91 № 3 (2025): Ukrainian Chemistry Journal; 34-48 Український хімічний журнал; Том 91 № 3 (2025): Ukrainian Chemistry Journal; 34-48 2708-129X 2708-1281 en https://ucj.org.ua/index.php/journal/article/view/714/362
institution Ukrainian Chemistry Journal
baseUrl_str
datestamp_date 2025-05-07T17:16:30Z
collection OJS
language English
topic_facet Chirality
Enantiomers
Purification
Self-Disproportionation of Enantiomers (SDE)
Achiral Chromatography
Simulated Moving Bed Chromatography.
format Article
author Wzorek, Alicja
Klika, Karel
Han, Jianlin
Sorochinsky, Alexander
Ono, Taizo
Soloshonok, Vadim
spellingShingle Wzorek, Alicja
Klika, Karel
Han, Jianlin
Sorochinsky, Alexander
Ono, Taizo
Soloshonok, Vadim
ENANTIOMER PURIFICATION THROUGH ACHIRAL CHROMATOGRAPHY: INTEGRATING SIMULATED MOVING BED AND SELF-DISPROPORTIONATION OF ENANTIOMERS
author_facet Wzorek, Alicja
Klika, Karel
Han, Jianlin
Sorochinsky, Alexander
Ono, Taizo
Soloshonok, Vadim
author_sort Wzorek, Alicja
title ENANTIOMER PURIFICATION THROUGH ACHIRAL CHROMATOGRAPHY: INTEGRATING SIMULATED MOVING BED AND SELF-DISPROPORTIONATION OF ENANTIOMERS
title_short ENANTIOMER PURIFICATION THROUGH ACHIRAL CHROMATOGRAPHY: INTEGRATING SIMULATED MOVING BED AND SELF-DISPROPORTIONATION OF ENANTIOMERS
title_full ENANTIOMER PURIFICATION THROUGH ACHIRAL CHROMATOGRAPHY: INTEGRATING SIMULATED MOVING BED AND SELF-DISPROPORTIONATION OF ENANTIOMERS
title_fullStr ENANTIOMER PURIFICATION THROUGH ACHIRAL CHROMATOGRAPHY: INTEGRATING SIMULATED MOVING BED AND SELF-DISPROPORTIONATION OF ENANTIOMERS
title_full_unstemmed ENANTIOMER PURIFICATION THROUGH ACHIRAL CHROMATOGRAPHY: INTEGRATING SIMULATED MOVING BED AND SELF-DISPROPORTIONATION OF ENANTIOMERS
title_sort enantiomer purification through achiral chromatography: integrating simulated moving bed and self-disproportionation of enantiomers
description Enantiomer purification is a critical process in the pharmaceutical, agrochemical, and food industries, where chiral compounds often exhibit distinct biological activities. Traditional chiral chromatography is effective but costly due to the use of expensive chiral stationary phases. This review article highlights a recent breakthrough in enantiomer purification under entirely achiral conditions. Specifically, it focuses on the convergence of achiral simulated moving bed chromatography and the phenomenon of self-disproportionation of enantiomers (SDE). Experimental validation using scalemic methyl p-tolyl sulfoxide as a model compound enabled the isolation of the excess enantiomer with high purity (99% ee) and a respectable yield (~50%). This innovative process features exceptional productivity (up to 99 grams per liter of column volume per day), reproducibility, and reliability. This breakthrough presents the first practical example of enantiomer purification based on SDE, offering a scalable and economically viable alternative to conventional chiral separations. Given that SDE is an inherent property of all chiral compounds, this innovative approach is anticipated to become the method of choice for practical enantiomer purification in both research and industrial production.
publisher V.I.Vernadsky Institute of General and Inorganic Chemistry
publishDate 2025
url https://ucj.org.ua/index.php/journal/article/view/714
work_keys_str_mv AT wzorekalicja enantiomerpurificationthroughachiralchromatographyintegratingsimulatedmovingbedandselfdisproportionationofenantiomers
AT klikakarel enantiomerpurificationthroughachiralchromatographyintegratingsimulatedmovingbedandselfdisproportionationofenantiomers
AT hanjianlin enantiomerpurificationthroughachiralchromatographyintegratingsimulatedmovingbedandselfdisproportionationofenantiomers
AT sorochinskyalexander enantiomerpurificationthroughachiralchromatographyintegratingsimulatedmovingbedandselfdisproportionationofenantiomers
AT onotaizo enantiomerpurificationthroughachiralchromatographyintegratingsimulatedmovingbedandselfdisproportionationofenantiomers
AT soloshonokvadim enantiomerpurificationthroughachiralchromatographyintegratingsimulatedmovingbedandselfdisproportionationofenantiomers
first_indexed 2025-09-24T17:44:00Z
last_indexed 2025-09-24T17:44:00Z
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