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Synthesis of Aliphatic [carbony.-11C]Esters Using [11C]Carbon Monoxide
Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry. Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry. Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry. Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Biochemistry and Organic Chemistry, Organic Chemistry II.
2005 (English)In: Eur. J. Org. Chem., 3830-3834 p.Article in journal (Refereed) Published
Abstract [en]

Aliphatic esters were labelled with a short-lived radionuclide,11C with t½=20.3 min, at the carbonyl position using [11C]carbon monoxide via rapid (6 min) photoinduced radical-mediated carbonylation reactions. The esters were prepared from primary, secondary, and tertiary alkyl iodides, and various alcohols, including tert-butyl alcohol and phenol. The use of strong bases was necessary to achieve good radiochemical yields in short reaction time. Isolated decay-corrected radiochemical yields were in the range of 40-68%. For example, methyl hydrogen dodecanoate was labelled at the ester carbonyl in 61% isolated decay-corrected radiochemical yield with a specific radioactivity of 158 GBq/umol within approcimately 25 min of the production of [11C]carbon monoxide. Two (13C]substituted esters were synthesised using this method to verify the labelling position.

Place, publisher, year, edition, pages
2005. 3830-3834 p.
Keyword [en]
Carbon-11, Carbon-13, Isotopic labelling, Esters, Radicals, Carbonylation
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:uu:diva-83887DOI: doi:10.1002/ejoc.200500269OAI: oai:DiVA.org:uu-83887DiVA: diva2:111795
Available from: 2006-11-10 Created: 2006-11-10 Last updated: 2011-01-12

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Itsenko, OleksiyLångström, Bengt

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