Synthesis of Acids and Amino Acids by Selective Oxidation of Primary Hydroxyl Groups to Carboxylic acids in Sugars

Preferential oxidation of primary hydroxyls in unprotected sugars and sugar amino acids is reported using inexpensive and readily available reagents. This method offers a specific oxidation protocol for a variety of carbohydrates. The stereochemical integrity of the starting materials was preserved...

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Detalles Bibliográficos
Autores principales: Raju, Natarajan, Swenson, Rolf E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8411891/
https://www.ncbi.nlm.nih.gov/pubmed/34484494
http://dx.doi.org/10.5539/ijc.v13n2p17
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author Raju, Natarajan
Swenson, Rolf E.
author_facet Raju, Natarajan
Swenson, Rolf E.
author_sort Raju, Natarajan
collection PubMed
description Preferential oxidation of primary hydroxyls in unprotected sugars and sugar amino acids is reported using inexpensive and readily available reagents. This method offers a specific oxidation protocol for a variety of carbohydrates. The stereochemical integrity of the starting materials was preserved and a simple workup yielded the products in good yields with high purity. The procedure is compatible with base sensitive groups like Fmoc. Both mono and disaccharides undergo oxidation regioselectively.
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spelling pubmed-84118912022-01-01 Synthesis of Acids and Amino Acids by Selective Oxidation of Primary Hydroxyl Groups to Carboxylic acids in Sugars Raju, Natarajan Swenson, Rolf E. Int J Chem Article Preferential oxidation of primary hydroxyls in unprotected sugars and sugar amino acids is reported using inexpensive and readily available reagents. This method offers a specific oxidation protocol for a variety of carbohydrates. The stereochemical integrity of the starting materials was preserved and a simple workup yielded the products in good yields with high purity. The procedure is compatible with base sensitive groups like Fmoc. Both mono and disaccharides undergo oxidation regioselectively. 2021-06-30 2021 /pmc/articles/PMC8411891/ /pubmed/34484494 http://dx.doi.org/10.5539/ijc.v13n2p17 Text en https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) ).
spellingShingle Article
Raju, Natarajan
Swenson, Rolf E.
Synthesis of Acids and Amino Acids by Selective Oxidation of Primary Hydroxyl Groups to Carboxylic acids in Sugars
title Synthesis of Acids and Amino Acids by Selective Oxidation of Primary Hydroxyl Groups to Carboxylic acids in Sugars
title_full Synthesis of Acids and Amino Acids by Selective Oxidation of Primary Hydroxyl Groups to Carboxylic acids in Sugars
title_fullStr Synthesis of Acids and Amino Acids by Selective Oxidation of Primary Hydroxyl Groups to Carboxylic acids in Sugars
title_full_unstemmed Synthesis of Acids and Amino Acids by Selective Oxidation of Primary Hydroxyl Groups to Carboxylic acids in Sugars
title_short Synthesis of Acids and Amino Acids by Selective Oxidation of Primary Hydroxyl Groups to Carboxylic acids in Sugars
title_sort synthesis of acids and amino acids by selective oxidation of primary hydroxyl groups to carboxylic acids in sugars
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8411891/
https://www.ncbi.nlm.nih.gov/pubmed/34484494
http://dx.doi.org/10.5539/ijc.v13n2p17
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