Synthesis of [7‐14C]bergapten. (10th January 2014)

• Record Type: Journal Article
• Authors: Filer, Crist N.; Rodgers, Thomas
• Is Part Of: Journal of labelled compounds & radiopharmaceuticals. Volume 57:Number 2(2014)
• Page Start: 102
• Page End: 103
• Publication Date: 2014-01-10
• Subjects: Tracers (Chemistry) -- Periodicals; Radiopharmaceuticals -- Periodicals; 615.8424
• DOI: 10.1002/jlcr.3172
• Languages: English
• ISSNs: 0362-4803

Abstract

<abstract abstract-type="main"> <title> <x xml:space="preserve">Abstract</x> </title> <p>Bergapten (1) is a furocoumarin natural product and currently employed to treat skin disorders. Since past attempts to radiolabel 1 with ¹⁴C were limited to only its 5‐methoxy group, a synthesis of the required ring [7‐¹⁴C]1 is now described. The literature reported precursor 4‐methoxy‐6‐hydroxybenzofuran‐5‐carboxaldehyde (3) was Wittig reacted with stabilized [carbonyl‐¹⁴C]methoxycarbonylmethylenetriphenylphosphorane (4) to obtain [7‐¹⁴C]1 in 47% radiochemical yield, with the desired product being characterized by thin‐layer chromatography, HPLC, m.p. and proton NMR.</p> </abstract>