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Synthesis 2004(17): 2799-2804  
DOI: 10.1055/s-2004-831249
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Novel 2-Aryl AICAR Derivatives

Naoki Kohyama, Tomoyuki Katashima, Yukio Yamamoto*
Graduate School of Human & Environmental Studies, Kyoto University, Sakyo-ku, Yoshida, Kyoto 606-8501, Japan
Fax: +81(75)7536833; e-Mail: yukio@fischer.jinkan.kyoto-u.ac.jp;
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Publication History

Received 7 June 2004
Publication Date:
29 September 2004 (online)

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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