Next Article in Journal
Negative-Pressure Cavitation Extraction of Four Main Vinca Alkaloids from Catharanthus roseus Leaves
Previous Article in Journal
Bioactivity-Guided Isolation of Ethyl-p-methoxycinnamate, an Anti-inflammatory Constituent, from Kaempferia galanga L. Extracts
Molecules 2012, 17(8), 8735-8741; doi:10.3390/molecules17088735
Article

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

1, 1, 1, 2, 2, 3 and 3,*
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)
View Full-Text   |   Download PDF [222 KB, uploaded 18 June 2014]   |   Browse Figures

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.
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).
SciFeed

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
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.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert