Synthesis of 9,9′-[1,2-Ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, an Impurity of Acyclovir

The synthesis of 9,9'-[1,2-ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, a minor impurity of acyclovir, is described. Starting with commercial N-(9-acetyl-6-oxo-1H-purin-2-yl)acetamide, the process uses an acid catalysed phase transfer catalysis (PTC) process to produce th...

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Detalles Bibliográficos
Autores principales: Suárez, Rosa M., Matía, Maria Paz, Novella, José Luis, Molina, Andres, Cosme, Antonio, Vaquero, Juan José, Alvarez-Builla, Julio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268874/
https://www.ncbi.nlm.nih.gov/pubmed/22832875
http://dx.doi.org/10.3390/molecules17088735
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author Suárez, Rosa M.
Matía, Maria Paz
Novella, José Luis
Molina, Andres
Cosme, Antonio
Vaquero, Juan José
Alvarez-Builla, Julio
author_facet Suárez, Rosa M.
Matía, Maria Paz
Novella, José Luis
Molina, Andres
Cosme, Antonio
Vaquero, Juan José
Alvarez-Builla, Julio
author_sort Suárez, Rosa M.
collection PubMed
description The synthesis of 9,9'-[1,2-ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, a minor impurity of acyclovir, is described. Starting with commercial N-(9-acetyl-6-oxo-1H-purin-2-yl)acetamide, the process uses an acid catalysed phase transfer catalysis (PTC) process to produce the selective alkylation at the 9 position of the guanine ring.
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spelling pubmed-62688742018-12-12 Synthesis of 9,9′-[1,2-Ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, an Impurity of Acyclovir Suárez, Rosa M. Matía, Maria Paz Novella, José Luis Molina, Andres Cosme, Antonio Vaquero, Juan José Alvarez-Builla, Julio Molecules Article The synthesis of 9,9'-[1,2-ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, a minor impurity of acyclovir, is described. Starting with commercial N-(9-acetyl-6-oxo-1H-purin-2-yl)acetamide, the process uses an acid catalysed phase transfer catalysis (PTC) process to produce the selective alkylation at the 9 position of the guanine ring. MDPI 2012-07-25 /pmc/articles/PMC6268874/ /pubmed/22832875 http://dx.doi.org/10.3390/molecules17088735 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Suárez, Rosa M.
Matía, Maria Paz
Novella, José Luis
Molina, Andres
Cosme, Antonio
Vaquero, Juan José
Alvarez-Builla, Julio
Synthesis of 9,9′-[1,2-Ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, an Impurity of Acyclovir
title Synthesis of 9,9′-[1,2-Ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, an Impurity of Acyclovir
title_full Synthesis of 9,9′-[1,2-Ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, an Impurity of Acyclovir
title_fullStr Synthesis of 9,9′-[1,2-Ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, an Impurity of Acyclovir
title_full_unstemmed Synthesis of 9,9′-[1,2-Ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, an Impurity of Acyclovir
title_short Synthesis of 9,9′-[1,2-Ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, an Impurity of Acyclovir
title_sort synthesis of 9,9′-[1,2-ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6h-purin-6-one, an impurity of acyclovir
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268874/
https://www.ncbi.nlm.nih.gov/pubmed/22832875
http://dx.doi.org/10.3390/molecules17088735
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