Optical Resolution of Rimantadine

This work discloses a new procedure for the resolution of commercially available racemic rimantadine hydrochloride to enantiomerically pure (S)-rimantadine using (R)-phenoxypropionic acid as a recyclable resolving reagent. Good chemical yields, operational ease, and low-cost structure underscore the...

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Detalles Bibliográficos
Autores principales: Han, Jianlin, Takeda, Ryosuke, Sato, Tatsunori, Moriwaki, Hiroki, Abe, Hidenori, Izawa, Kunisuke, Soloshonok, Vadim A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6539882/
https://www.ncbi.nlm.nih.gov/pubmed/31083636
http://dx.doi.org/10.3390/molecules24091828
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author Han, Jianlin
Takeda, Ryosuke
Sato, Tatsunori
Moriwaki, Hiroki
Abe, Hidenori
Izawa, Kunisuke
Soloshonok, Vadim A.
author_facet Han, Jianlin
Takeda, Ryosuke
Sato, Tatsunori
Moriwaki, Hiroki
Abe, Hidenori
Izawa, Kunisuke
Soloshonok, Vadim A.
author_sort Han, Jianlin
collection PubMed
description This work discloses a new procedure for the resolution of commercially available racemic rimantadine hydrochloride to enantiomerically pure (S)-rimantadine using (R)-phenoxypropionic acid as a recyclable resolving reagent. Good chemical yields, operational ease, and low-cost structure underscore the preparative value of this method for the production of enantiomerically pure rimantadine for medicinal or synthetic studies.
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spelling pubmed-65398822019-05-31 Optical Resolution of Rimantadine Han, Jianlin Takeda, Ryosuke Sato, Tatsunori Moriwaki, Hiroki Abe, Hidenori Izawa, Kunisuke Soloshonok, Vadim A. Molecules Article This work discloses a new procedure for the resolution of commercially available racemic rimantadine hydrochloride to enantiomerically pure (S)-rimantadine using (R)-phenoxypropionic acid as a recyclable resolving reagent. Good chemical yields, operational ease, and low-cost structure underscore the preparative value of this method for the production of enantiomerically pure rimantadine for medicinal or synthetic studies. MDPI 2019-05-12 /pmc/articles/PMC6539882/ /pubmed/31083636 http://dx.doi.org/10.3390/molecules24091828 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Han, Jianlin
Takeda, Ryosuke
Sato, Tatsunori
Moriwaki, Hiroki
Abe, Hidenori
Izawa, Kunisuke
Soloshonok, Vadim A.
Optical Resolution of Rimantadine
title Optical Resolution of Rimantadine
title_full Optical Resolution of Rimantadine
title_fullStr Optical Resolution of Rimantadine
title_full_unstemmed Optical Resolution of Rimantadine
title_short Optical Resolution of Rimantadine
title_sort optical resolution of rimantadine
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6539882/
https://www.ncbi.nlm.nih.gov/pubmed/31083636
http://dx.doi.org/10.3390/molecules24091828
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AT abehidenori opticalresolutionofrimantadine
AT izawakunisuke opticalresolutionofrimantadine
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