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How to Synthesise High Purity, Crystalline d‐Glucaric Acid Selectively

Glucaric acid has potential applications in food, pharmaceutical and polymer industries yet no methodology exists within the public domain for isolation of this key bio‐derived platform molecule as a pure, crystalline solid. Here we demonstrate the difficulties, which arise in doing so and report de...

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Autores principales: Armstrong, Robert D., Kariuki, Benson M., Knight, David W., Hutchings, Graham J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5861666/
https://www.ncbi.nlm.nih.gov/pubmed/29576740
http://dx.doi.org/10.1002/ejoc.201701343
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author Armstrong, Robert D.
Kariuki, Benson M.
Knight, David W.
Hutchings, Graham J.
author_facet Armstrong, Robert D.
Kariuki, Benson M.
Knight, David W.
Hutchings, Graham J.
author_sort Armstrong, Robert D.
collection PubMed
description Glucaric acid has potential applications in food, pharmaceutical and polymer industries yet no methodology exists within the public domain for isolation of this key bio‐derived platform molecule as a pure, crystalline solid. Here we demonstrate the difficulties, which arise in doing so and report development of a process for derivation of free‐glucaric acid from its Ca(2+)/K(+) glucarate salts, which are both commercially available. Employing Amberlyst‐15 (H(+)) exchange resin and azeotrope drying, powdered glucaric acid is prepared at > 99.96 % purity in 98.7 % dry yield.
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spelling pubmed-58616662018-03-23 How to Synthesise High Purity, Crystalline d‐Glucaric Acid Selectively Armstrong, Robert D. Kariuki, Benson M. Knight, David W. Hutchings, Graham J. European J Org Chem Communications Glucaric acid has potential applications in food, pharmaceutical and polymer industries yet no methodology exists within the public domain for isolation of this key bio‐derived platform molecule as a pure, crystalline solid. Here we demonstrate the difficulties, which arise in doing so and report development of a process for derivation of free‐glucaric acid from its Ca(2+)/K(+) glucarate salts, which are both commercially available. Employing Amberlyst‐15 (H(+)) exchange resin and azeotrope drying, powdered glucaric acid is prepared at > 99.96 % purity in 98.7 % dry yield. John Wiley and Sons Inc. 2017-12-06 2017-12-08 /pmc/articles/PMC5861666/ /pubmed/29576740 http://dx.doi.org/10.1002/ejoc.201701343 Text en © 2017 The Authors. Published by Wiley‐VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution (http://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Armstrong, Robert D.
Kariuki, Benson M.
Knight, David W.
Hutchings, Graham J.
How to Synthesise High Purity, Crystalline d‐Glucaric Acid Selectively
title How to Synthesise High Purity, Crystalline d‐Glucaric Acid Selectively
title_full How to Synthesise High Purity, Crystalline d‐Glucaric Acid Selectively
title_fullStr How to Synthesise High Purity, Crystalline d‐Glucaric Acid Selectively
title_full_unstemmed How to Synthesise High Purity, Crystalline d‐Glucaric Acid Selectively
title_short How to Synthesise High Purity, Crystalline d‐Glucaric Acid Selectively
title_sort how to synthesise high purity, crystalline d‐glucaric acid selectively
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5861666/
https://www.ncbi.nlm.nih.gov/pubmed/29576740
http://dx.doi.org/10.1002/ejoc.201701343
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