Synthesis and antiviral activity of 4,6-disubstituted pyrimido[4,5-b]indole ribonucleosides

Article abstract of DOI:10.1016/j.bmc.2012.08.021

A series of new pyrimido[4,5-b]indole ribonucleosides bearing phenyl or hetaryl group at position 4 has been prepared by selective Pd-catalyzed cross-coupling reactions of the corresponding protected 4,6-dichloropyrimido[4, 5-b]indole ribonucleoside with (het)arylboronic acids or stannanes followed by deprotection. Further cross-couplings under harsher conditions and employing X-Phos ligand proceeded at the position 6 leading to 4,6-disubstituted pyrimido[4,5-b]indole ribonucleosides. Some of these compounds displayed antiviral activity against Dengue virus.

Full text of DOI:10.1016/j.bmc.2012.08.021

Supporting information for
Synthesis and Antiviral Activity of 4,6-Disubstituted Pyrimido[4,5-b]indole
Ribonucleosides
Michal Tichý,a Radek Pohl,a Hao Ying Xu,b Yen-Liang Chen,b Fumiaki Yokokawa,b Pei-
Yong Shi,b and Michal Hoceka,c*
a Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech
Republic, Gilead Sciences & IOCB Research Center, Flemingovo nam. 2, CZ-16610 Prague
6, Czech Republic
b Novartis Institute for Tropical Diseases, 10 Biopolis Road, #05-01 Chromos, Singapore
138670
c Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University in
Prague, Hlavova 8, CZ-12843 Prague 2, Czech Republic
Contents:
1. copies of NMR spectra
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