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Molecules 2012, 17(8), 8735-8741; doi:10.3390/molecules17088735

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

1
Fine Chemicals Pilot Plant Facility, University of Alcalá, 28871 Alcalá de Henares, Madrid, Spain
2
Department of Research and Development, Química Sintética S. A., c./Dulcinea s/n, 28805 Alcala de Henares, Madrid, Spain
3
Department of Organic Chemistry, University of Alcalá, 28871 Alcalá de Henares, Madrid, Spain
*
Author to whom correspondence should be addressed.
Received: 16 June 2012 / Revised: 13 July 2012 / Accepted: 16 July 2012 / Published: 25 July 2012
(This article belongs to the Section Organic Synthesis)
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Abstract

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. View Full-Text
Keywords: nucleosides; acyclovir; drug impurities; phase transfer catalysis nucleosides; acyclovir; drug impurities; phase transfer catalysis
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Suárez, R.M.; Matía, M.P.; Novella, J.L.; Molina, A.; Cosme, A.; Vaquero, J.J.; Alvarez-Builla, J. Synthesis of 9,9′-[1,2-Ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, an Impurity of Acyclovir. Molecules 2012, 17, 8735-8741.

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