Expanding Access to Remdesivir via an Improved Pyrrolotriazine Synthesis: Supply Centered Synthesis

[Image: see text] Pyrrolotriazine 1 is an important precursor to remdesivir. Initial results toward an efficient synthesis are disclosed consisting of sequential cyanation, amination, and triazine formation beginning from pyrrole. This route makes use of highly abundant, commoditized raw material in...

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Autores principales: Paymode, Dinesh J., Cardoso, Flavio S. P., Agrawal, Toolika, Tomlin, John W., Cook, Daniel W., Burns, Justina M., Stringham, Rodger W., Sieber, Joshua D., Gupton, B. Frank, Snead, David R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7536717/
https://www.ncbi.nlm.nih.gov/pubmed/32931286
http://dx.doi.org/10.1021/acs.orglett.0c02848
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author Paymode, Dinesh J.
Cardoso, Flavio S. P.
Agrawal, Toolika
Tomlin, John W.
Cook, Daniel W.
Burns, Justina M.
Stringham, Rodger W.
Sieber, Joshua D.
Gupton, B. Frank
Snead, David R.
author_facet Paymode, Dinesh J.
Cardoso, Flavio S. P.
Agrawal, Toolika
Tomlin, John W.
Cook, Daniel W.
Burns, Justina M.
Stringham, Rodger W.
Sieber, Joshua D.
Gupton, B. Frank
Snead, David R.
author_sort Paymode, Dinesh J.
collection PubMed
description [Image: see text] Pyrrolotriazine 1 is an important precursor to remdesivir. Initial results toward an efficient synthesis are disclosed consisting of sequential cyanation, amination, and triazine formation beginning from pyrrole. This route makes use of highly abundant, commoditized raw material inputs. The yield of triazine was doubled from 31% to 59%, and the synthetic step count was reduced from 4 to 2. These efforts help to secure the remdesivir supply chain.
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spelling pubmed-75367172020-10-07 Expanding Access to Remdesivir via an Improved Pyrrolotriazine Synthesis: Supply Centered Synthesis Paymode, Dinesh J. Cardoso, Flavio S. P. Agrawal, Toolika Tomlin, John W. Cook, Daniel W. Burns, Justina M. Stringham, Rodger W. Sieber, Joshua D. Gupton, B. Frank Snead, David R. Org Lett [Image: see text] Pyrrolotriazine 1 is an important precursor to remdesivir. Initial results toward an efficient synthesis are disclosed consisting of sequential cyanation, amination, and triazine formation beginning from pyrrole. This route makes use of highly abundant, commoditized raw material inputs. The yield of triazine was doubled from 31% to 59%, and the synthetic step count was reduced from 4 to 2. These efforts help to secure the remdesivir supply chain. American Chemical Society 2020-09-15 2020-10-02 /pmc/articles/PMC7536717/ /pubmed/32931286 http://dx.doi.org/10.1021/acs.orglett.0c02848 Text en This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Paymode, Dinesh J.
Cardoso, Flavio S. P.
Agrawal, Toolika
Tomlin, John W.
Cook, Daniel W.
Burns, Justina M.
Stringham, Rodger W.
Sieber, Joshua D.
Gupton, B. Frank
Snead, David R.
Expanding Access to Remdesivir via an Improved Pyrrolotriazine Synthesis: Supply Centered Synthesis
title Expanding Access to Remdesivir via an Improved Pyrrolotriazine Synthesis: Supply Centered Synthesis
title_full Expanding Access to Remdesivir via an Improved Pyrrolotriazine Synthesis: Supply Centered Synthesis
title_fullStr Expanding Access to Remdesivir via an Improved Pyrrolotriazine Synthesis: Supply Centered Synthesis
title_full_unstemmed Expanding Access to Remdesivir via an Improved Pyrrolotriazine Synthesis: Supply Centered Synthesis
title_short Expanding Access to Remdesivir via an Improved Pyrrolotriazine Synthesis: Supply Centered Synthesis
title_sort expanding access to remdesivir via an improved pyrrolotriazine synthesis: supply centered synthesis
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7536717/
https://www.ncbi.nlm.nih.gov/pubmed/32931286
http://dx.doi.org/10.1021/acs.orglett.0c02848
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