Rapid deracemization through solvent cycling: proof-of-concept using a racemizable conglomerate clopidogrel precursor

We demonstrate that a conglomerate-forming clopidogrel precursor undergoing solution phase racemization can be deracemized through cyclic solvent removal and re-addition. We establish that the combination of slow growth and fast dissolution of crystals is ideal for rapid deracemization, which we ach...

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Detalles Bibliográficos
Autores principales: van Dongen, Sjoerd W., Baglai, Iaroslav, Leeman, Michel, Kellogg, Richard M., Kaptein, Bernard, Noorduin, Willem L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10043878/
https://www.ncbi.nlm.nih.gov/pubmed/36825774
http://dx.doi.org/10.1039/d3cc00332a
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author van Dongen, Sjoerd W.
Baglai, Iaroslav
Leeman, Michel
Kellogg, Richard M.
Kaptein, Bernard
Noorduin, Willem L.
author_facet van Dongen, Sjoerd W.
Baglai, Iaroslav
Leeman, Michel
Kellogg, Richard M.
Kaptein, Bernard
Noorduin, Willem L.
author_sort van Dongen, Sjoerd W.
collection PubMed
description We demonstrate that a conglomerate-forming clopidogrel precursor undergoing solution phase racemization can be deracemized through cyclic solvent removal and re-addition. We establish that the combination of slow growth and fast dissolution of crystals is ideal for rapid deracemization, which we achieve by repurposing a Soxhlet apparatus to realize the slow removal and fast re-addition of solvent autonomously.
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spelling pubmed-100438782023-03-29 Rapid deracemization through solvent cycling: proof-of-concept using a racemizable conglomerate clopidogrel precursor van Dongen, Sjoerd W. Baglai, Iaroslav Leeman, Michel Kellogg, Richard M. Kaptein, Bernard Noorduin, Willem L. Chem Commun (Camb) Chemistry We demonstrate that a conglomerate-forming clopidogrel precursor undergoing solution phase racemization can be deracemized through cyclic solvent removal and re-addition. We establish that the combination of slow growth and fast dissolution of crystals is ideal for rapid deracemization, which we achieve by repurposing a Soxhlet apparatus to realize the slow removal and fast re-addition of solvent autonomously. The Royal Society of Chemistry 2023-02-20 /pmc/articles/PMC10043878/ /pubmed/36825774 http://dx.doi.org/10.1039/d3cc00332a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
van Dongen, Sjoerd W.
Baglai, Iaroslav
Leeman, Michel
Kellogg, Richard M.
Kaptein, Bernard
Noorduin, Willem L.
Rapid deracemization through solvent cycling: proof-of-concept using a racemizable conglomerate clopidogrel precursor
title Rapid deracemization through solvent cycling: proof-of-concept using a racemizable conglomerate clopidogrel precursor
title_full Rapid deracemization through solvent cycling: proof-of-concept using a racemizable conglomerate clopidogrel precursor
title_fullStr Rapid deracemization through solvent cycling: proof-of-concept using a racemizable conglomerate clopidogrel precursor
title_full_unstemmed Rapid deracemization through solvent cycling: proof-of-concept using a racemizable conglomerate clopidogrel precursor
title_short Rapid deracemization through solvent cycling: proof-of-concept using a racemizable conglomerate clopidogrel precursor
title_sort rapid deracemization through solvent cycling: proof-of-concept using a racemizable conglomerate clopidogrel precursor
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10043878/
https://www.ncbi.nlm.nih.gov/pubmed/36825774
http://dx.doi.org/10.1039/d3cc00332a
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