Synthesis of carbon-14 labelled (5Z)-4-bromo-5-(bromomethylene)-2(5H)-furanone: a potent quorum sensing inhibitor

T. Persson, S.K. Johansen, L. Martiny, Michael Christian Givskov, J. Nielsen

    Research output: Contribution to journalJournal articleResearchpeer-review

    Abstract

    The potent quorum sensing inhibitor (5Z)-4-bromo-5-(bromomethylene)-2(5H)-[2-C-14]furanone has been prepared in five steps in 7.7% overall yield starting from bromo[1-C-14]acetic acid. Condensation of ethyl bromo[1-C-14]acetate with ethyl acetoacetate followed by decarboxylation was accelerated by microwave heating to afford [1-C-14]levulinic acid. Subsequently, bromination and oxidation gave the targeted furan-2-one with a radiochemical purity of > 97% and a specific activity of 57 mCi/mmol.
    Original languageEnglish
    JournalJournal of Labelled Compounds & Radiopharmaceuticals
    Volume47
    Pages (from-to)627-634
    Publication statusPublished - 2004

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