Synthesis 2015; 47(10): 1413-1422
DOI: 10.1055/s-0034-1380405
paper
© Georg Thieme Verlag Stuttgart · New York

An Efficient Route to Novel Uracil-Based Drug-Like Molecules

Denis A. Babkov
a   Department of Pharmaceutical & Toxicological Chemistry, Volgograd State Medical University, Pavshikh Bortsov Sq., 1, Volgograd 400131, Russian Federation
,
Alexander O. Chizhov
b   Zelinsky Institute of Organic Chemistry RAS, Leninsky pr. 47, Moscow 119991, Russian Federation
,
Anastasia L. Khandazhinskaya
c   Engelhardt Institute of Molecular Biology, Russian Academy of Science, Vavilov Str., 32, Moscow 119991, Russian Federation
,
Angela Corona
d   Department of Life and Environmental Sciences, University of Cagliari, Cittadella Universitaria SS554, Monserrato (Cagliari) I-09042, Italy
,
Francesca Esposito
d   Department of Life and Environmental Sciences, University of Cagliari, Cittadella Universitaria SS554, Monserrato (Cagliari) I-09042, Italy
,
Enzo Tramontano
d   Department of Life and Environmental Sciences, University of Cagliari, Cittadella Universitaria SS554, Monserrato (Cagliari) I-09042, Italy
,
Katherine L. Seley-Radtke*
e   Department of Chemistry & Biochemistry, University of Maryland, Baltimore County, 1000 Hilltop Circle, Baltimore, MD 21250, USA   Email: kseley@umbc.edu
,
Mikhail S. Novikov
a   Department of Pharmaceutical & Toxicological Chemistry, Volgograd State Medical University, Pavshikh Bortsov Sq., 1, Volgograd 400131, Russian Federation
› Author Affiliations
Further Information

Publication History

Received: 28 December 2014

Accepted after revision: 26 January 2015

Publication Date:
04 March 2015 (online)


Abstract

In order to identify new antiretroviral agents, a series of novel uracil derivatives have been synthesized. Optimized conditions for coupling of Weinreb amides with aromatic Grignard reagents allow the convenient preparation of key benzophenone intermediates in high yields and purities. The use of a modified silyl Hilbert–Johnson reaction affords the target compounds under mild conditions.

Supporting Information