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Environmentally Responsible and Cost-Effective Synthesis of the Antimalarial Drug Pyronaridine
[Image: see text] Two routes to the antimalarial drug Pyronaridine are described. The first is a linear sequence that includes a two-step, one-pot transformation in an aqueous surfactant medium, leading to an overall yield of 87%. Alternatively, a convergent route utilizes a telescoped three-step se...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9112334/ https://www.ncbi.nlm.nih.gov/pubmed/35504038 http://dx.doi.org/10.1021/acs.orglett.2c00944 |
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author | Kincaid, Joseph R. A. Kavthe, Rahul D. Caravez, Juan C. Takale, Balaram S. Thakore, Ruchita R. Lipshutz, Bruce H. |
author_facet | Kincaid, Joseph R. A. Kavthe, Rahul D. Caravez, Juan C. Takale, Balaram S. Thakore, Ruchita R. Lipshutz, Bruce H. |
author_sort | Kincaid, Joseph R. A. |
collection | PubMed |
description | [Image: see text] Two routes to the antimalarial drug Pyronaridine are described. The first is a linear sequence that includes a two-step, one-pot transformation in an aqueous surfactant medium, leading to an overall yield of 87%. Alternatively, a convergent route utilizes a telescoped three-step sequence involving an initial neat reaction, followed by two steps performed under aqueous micellar catalysis conditions affording Pyronaridine in 95% overall yield. Comparisons to existing literature performed exclusively in organic solvents reveal a 5-fold decrease in environmental impact as measured by E Factors. |
format | Online Article Text |
id | pubmed-9112334 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-91123342022-05-18 Environmentally Responsible and Cost-Effective Synthesis of the Antimalarial Drug Pyronaridine Kincaid, Joseph R. A. Kavthe, Rahul D. Caravez, Juan C. Takale, Balaram S. Thakore, Ruchita R. Lipshutz, Bruce H. Org Lett [Image: see text] Two routes to the antimalarial drug Pyronaridine are described. The first is a linear sequence that includes a two-step, one-pot transformation in an aqueous surfactant medium, leading to an overall yield of 87%. Alternatively, a convergent route utilizes a telescoped three-step sequence involving an initial neat reaction, followed by two steps performed under aqueous micellar catalysis conditions affording Pyronaridine in 95% overall yield. Comparisons to existing literature performed exclusively in organic solvents reveal a 5-fold decrease in environmental impact as measured by E Factors. American Chemical Society 2022-05-03 2022-05-13 /pmc/articles/PMC9112334/ /pubmed/35504038 http://dx.doi.org/10.1021/acs.orglett.2c00944 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Kincaid, Joseph R. A. Kavthe, Rahul D. Caravez, Juan C. Takale, Balaram S. Thakore, Ruchita R. Lipshutz, Bruce H. Environmentally Responsible and Cost-Effective Synthesis of the Antimalarial Drug Pyronaridine |
title | Environmentally Responsible and Cost-Effective Synthesis
of the Antimalarial Drug Pyronaridine |
title_full | Environmentally Responsible and Cost-Effective Synthesis
of the Antimalarial Drug Pyronaridine |
title_fullStr | Environmentally Responsible and Cost-Effective Synthesis
of the Antimalarial Drug Pyronaridine |
title_full_unstemmed | Environmentally Responsible and Cost-Effective Synthesis
of the Antimalarial Drug Pyronaridine |
title_short | Environmentally Responsible and Cost-Effective Synthesis
of the Antimalarial Drug Pyronaridine |
title_sort | environmentally responsible and cost-effective synthesis
of the antimalarial drug pyronaridine |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9112334/ https://www.ncbi.nlm.nih.gov/pubmed/35504038 http://dx.doi.org/10.1021/acs.orglett.2c00944 |
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