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Synthesis 2003(17): 2639-2642  
DOI: 10.1055/s-2003-42455
PAPER
© Georg Thieme Verlag Stuttgart · New York

A Facile Synthesis of AICAR from Inosine

Naoki Kohyama, Yukio Yamamoto*
Graduate School of Human and 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 28 July 2003
Publication Date:
23 October 2003 (online)

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Abstract

5-Amino-1-β-d-ribofuranosylimidazole-4-carboxamide (AICAR; 1) (Figure [1] ) was efficiently prepared from inosine through its 1-alkoxymethylderivatives. The stability of these derivatives enabled their purification by column chromatography (silica gel). The operation ensured the high quality of 1, which was obtained in good yield through alkaline hydrolysis of the derivatives.

Key words

furans - inosine - nucleosides - hydrolyses - ring opening