Phenazines and natural products; Novel synthesis of saphenic acid

Lars Petersen, Knud Jørgen Jensen, John Nielsen

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    Abstract

    The natural product saphenic acid (6-(1-hydroxyethyl)1-phenazinecarboxylic acid) was synthesized from readily accessible starting materials. The desired product was obtained in an overall yield of 22% for four steps with the key steps being formation of a diphenylamine, followed by cyclization under alkaline and reducing conditions. Assignments of H-1 NMR spectra were achieved by homo- and heteronuclear 1D and 2D correlations. Double pulsed field gradient spin-echo one-dimensional NOESY proved especially valuable for assignment of aromatic protons.
    Original languageEnglish
    JournalSynthesis-Stuttgart
    Issue number10
    Pages (from-to)1763-1766
    Publication statusPublished - 1999

    Cite this

    Petersen, L., Jensen, K. J., & Nielsen, J. (1999). Phenazines and natural products; Novel synthesis of saphenic acid. Synthesis-Stuttgart, (10), 1763-1766.