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Pentosidine, a biologically important advanced glycation endproduct, has been accessed in a rapid, high-yielding manner. The synthesis was accomplished via a six-step sequence starting with 3-amino-2-chloropyridine and features a palladium-catalyzed tandem cross-coupling/cyclization to construct the imidazo[4,5-b]pyridine core.

Citation

Adam J Rosenberg, Daniel A Clark. Total synthesis of pentosidine. Organic letters. 2012 Sep 7;14(17):4678-81

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PMID: 22909052

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