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,* email
Received: 16 June 2012; in revised form: 13 July 2012 / Accepted: 16 July 2012 / Published: 25 July 2012
(This article belongs to the Section Organic Synthesis)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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
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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.

AMA Style

Suárez RM, Matía MP, Novella JL, Molina A, Cosme A, Vaquero JJ, 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(8):8735-8741.

Chicago/Turabian Style

Suárez, Rosa M.; Matía, Maria Paz; Novella, José Luis; Molina, Andres; Cosme, Antonio; Vaquero, Juan José; Alvarez-Builla, Julio. 2012. "Synthesis of 9,9′-[1,2-Ethanediylbis(oxymethylene)]bis-2-amino-1,9-dihydro-6H-purin-6-one, an Impurity of Acyclovir." Molecules 17, no. 8: 8735-8741.

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