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

Molecules

Rosa M. Suárez²  Maria Paz Mat໚²  José Luis Novella²  Andres Molina¹  Antonio Cosme¹  Juan José Vaquero³ 

[1] Department of Research and Development, Química Sintética S. A., c./Dulcinea s/n, 28805 Alcala de Henares, Madrid, Spain;Fine Chemicals Pilot Plant Facility, University of Alcalá, 28871 Alcalá de Henares, Madrid, Spain;Department of Organic Chemistry, University of Alcalá, 28871 Alcalá de Henares, Madrid, Spain

关键词: nucleosides;    acyclovir;    drug impurities;    phase transfer catalysis;   

DOI  :  10.3390/molecules17088735

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
© 2012 by the authors; licensee MDPI, Basel, Switzerland.