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Synfacts 2007(4): 0383-0383  
DOI: 10.1055/s-2007-968317
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Stepwise Synthesis of Tetrameric Purine

Contributor(s): Timothy M. Swager, Zhihua Chen
H. Guthmann, M. Könemann, T. Bach*
TU München and BASF AG, Ludwigshafen, Germany
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Publication History

Publication Date:
23 March 2007 (online)

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Significance

The authors examined the regio­selectivity and reactivity of several halogenated purines in cross-coupling reactions. Employing the N-benzyl-protected purine (1) as a building block, they successfully synthesized a cyclic tetrameric purine-palladium complex (8), via repetitive transmetallation, iodo-de-chlorination and cross-coupling reactions. This stepwise synthetic route afforded 8 in eight steps and 17% overall yield.