Tetraethylene glycol promoted two-step, one-pot rapid synthesis of indole-3-[1-11C]acetic acid

[Display omitted] An operationally friendly, two-step, one-pot process has been developed for the rapid synthesis of carbon-11 labeled indole-3-acetic acid ([11C]IAA or [11C]auxin). By replacing an aprotic polar solvent with tetraethylene glycol, nucleophilic [11C]cyanation and alkaline hydrolysis r...

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Veröffentlicht in:Tetrahedron letters 2015-01, Vol.56 (3), p.517-520
Hauptverfasser: Lee, Sojeong, Alexoff, David L., Shea, Colleen, Kim, Dohyun, Schueller, Michael, Fowler, Joanna S., Qu, Wenchao
Format: Artikel
Sprache:eng
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Zusammenfassung:[Display omitted] An operationally friendly, two-step, one-pot process has been developed for the rapid synthesis of carbon-11 labeled indole-3-acetic acid ([11C]IAA or [11C]auxin). By replacing an aprotic polar solvent with tetraethylene glycol, nucleophilic [11C]cyanation and alkaline hydrolysis reactions were performed consecutively in a single pot without a time-consuming intermediate purification step. The entire production time for this updated procedure is 55min, which dramatically simplifies the entire synthesis and reduces the starting radioactivity required for a whole plant imaging study.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.12.014