Synthesis, Table of Contents PAPER© Georg Thieme Verlag Stuttgart · New YorkSynthesis of Novel 2-Aryl AICAR DerivativesNaoki Kohyama, Tomoyuki Katashima, Yukio Yamamoto*Graduate School of Human & Environmental Studies, Kyoto University, Sakyo-ku, Yoshida, Kyoto 606-8501, JapanFax: +81(75)7536833; e-Mail: yukio@fischer.jinkan.kyoto-u.ac.jp; Recommend Article Abstract Buy Article All articles of this category Abstract Novel 2-aryl AICAR (5-Amino-1-β-d-ribofuranosylimidazole-4-carboxamide) derivatives 8 were synthesized via the Suzuki-Miyaura cross-coupling reactions of 8-bromoadenosine. Following conversion of the adenine moiety of 4 to hypoxanthine (5) and the introduction of a MEM group, hydrolysis of 7 gave desired 2-aryl AICAR derivatives 8. Key words nucleosides - cross-coupling - palladium - inosine - adenosine Full Text References References <A NAME="RF08404SS-1">1</A> Agrofoglio LA. Gillaizeau I. Saito Y. Chem. Rev. 2003, 103: 1875 ; and references cited therein <A NAME="RF08404SS-2">2</A> Verlinde CLMJ. Callens M. Calenbergh SV. Aerschot AV. Herdewijn P. Hannaert V. Michels PAM. Opperdoes FR. Hol WGJ. J. Med. Chem. 1994, 37: 3605 <A NAME="RF08404SS-3A">3a</A> Amann N. Wagenknecht H.-A. Synlett 2002, 687 <A NAME="RF08404SS-3B">3b</A> Western EC. Daft JR. Johnson EM. Gannett PM. Shaughnessy KH. J. Org. Chem. 2003, 68: 6767 <A NAME="RF08404SS-4">4</A> Rutter GA. Silva Xavier G. Leclerc I. Biochem. J. 2003, 375: 1 <A NAME="RF08404SS-5">5</A> Song XM. Fiedler M. Galuska D. Ryder JW. Fernström M. Chibalin AV. Wallberg-Henriksson H. Zierath JR. Diabetologia 2002, 45: 56 <A NAME="RF08404SS-6">6</A> Hayashi T. Hirshman MF. Fujii N. Habinowski SA. Witters LA. Goodyear LJ. Diabetes 2000, 49: 527 <A NAME="RF08404SS-7">7</A> Musi N. Goodyear LJ. Curr. Drug Targets: Immune, Endocr. Metab. Disord. 2002, 2: 119 <A NAME="RF08404SS-8">8</A> Kohyama N. Yamamoto Y. Synthesis 2003, 2639