A High‐Yielding Synthesis of EIDD‐2801 from Uridine

A simple reordering of the reaction sequence allowed the improved synthesis of EIDD‐2801, an antiviral drug with promising activity against the SARS‐CoV‐2 virus, starting from uridine. Compared to the original route, the yield was enhanced from 17 % to 61 %, and fewer isolation/purification steps we...

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Detalles Bibliográficos
Autores principales: Steiner, Alexander, Znidar, Desiree, Ötvös, Sándor B., Snead, David R., Dallinger, Doris, Kappe, C. Oliver
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7894511/
https://www.ncbi.nlm.nih.gov/pubmed/33664631
http://dx.doi.org/10.1002/ejoc.202001340
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author Steiner, Alexander
Znidar, Desiree
Ötvös, Sándor B.
Snead, David R.
Dallinger, Doris
Kappe, C. Oliver
author_facet Steiner, Alexander
Znidar, Desiree
Ötvös, Sándor B.
Snead, David R.
Dallinger, Doris
Kappe, C. Oliver
author_sort Steiner, Alexander
collection PubMed
description A simple reordering of the reaction sequence allowed the improved synthesis of EIDD‐2801, an antiviral drug with promising activity against the SARS‐CoV‐2 virus, starting from uridine. Compared to the original route, the yield was enhanced from 17 % to 61 %, and fewer isolation/purification steps were needed. In addition, a continuous flow procedure for the final acetonide deprotection was developed, which proved to be favorable toward selectivity and reproducibility.
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spelling pubmed-78945112021-03-02 A High‐Yielding Synthesis of EIDD‐2801 from Uridine Steiner, Alexander Znidar, Desiree Ötvös, Sándor B. Snead, David R. Dallinger, Doris Kappe, C. Oliver European J Org Chem Communications A simple reordering of the reaction sequence allowed the improved synthesis of EIDD‐2801, an antiviral drug with promising activity against the SARS‐CoV‐2 virus, starting from uridine. Compared to the original route, the yield was enhanced from 17 % to 61 %, and fewer isolation/purification steps were needed. In addition, a continuous flow procedure for the final acetonide deprotection was developed, which proved to be favorable toward selectivity and reproducibility. John Wiley and Sons Inc. 2020-11-12 2020-11-22 /pmc/articles/PMC7894511/ /pubmed/33664631 http://dx.doi.org/10.1002/ejoc.202001340 Text en © 2020 The Authors. European Journal of Organic Chemistry published by Wiley‐VCH GmbH This is an open access article under the terms of the 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
Steiner, Alexander
Znidar, Desiree
Ötvös, Sándor B.
Snead, David R.
Dallinger, Doris
Kappe, C. Oliver
A High‐Yielding Synthesis of EIDD‐2801 from Uridine
title A High‐Yielding Synthesis of EIDD‐2801 from Uridine
title_full A High‐Yielding Synthesis of EIDD‐2801 from Uridine
title_fullStr A High‐Yielding Synthesis of EIDD‐2801 from Uridine
title_full_unstemmed A High‐Yielding Synthesis of EIDD‐2801 from Uridine
title_short A High‐Yielding Synthesis of EIDD‐2801 from Uridine
title_sort high‐yielding synthesis of eidd‐2801 from uridine
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7894511/
https://www.ncbi.nlm.nih.gov/pubmed/33664631
http://dx.doi.org/10.1002/ejoc.202001340
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