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Synthesis of substituted [C-11]ureas and [C-11]sulphonylureas by Rh(I)-mediated carbonylation
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry.
2011 (English)In: Journal of labelled compounds & radiopharmaceuticals, ISSN 0362-4803, E-ISSN 1099-1344, Vol. 54, no 1, 38-42 p.Article in journal (Refereed) Published
Abstract [en]

The urea moiety is present in many biologically active compounds and thus an attractive target for C-11-labelling. To extend the scope of the rhodium(I)-mediated carbonylative cross-coupling reaction between an azide and an amine and investigate its tolerance for functional groups, we have synthesized eight ureas and two sulphonylureas that were C-11-labelled in the carbonyl position. The decay-corrected analytical radiochemical yields were in the range of 14-96% (from [C-11] carbon monoxide). For example: starting from 1.33 GBq [C-11] carbon monoxide, 0.237 GBq (66%) of the cytotoxic sulphonylurea [C-11] LY-181984 11 was isolated within 60 min from end of bombardment. The mild reaction conditions and generality regarding functional groups of this method make it an attractive alternative to the [C-11] phosgene method for the synthesis of C-11-labelled ureas.

Place, publisher, year, edition, pages
2011. Vol. 54, no 1, 38-42 p.
Keyword [en]
urea, sulphonylurea, carbonylation, [C-11]carbon monoxide, rhodium(I)
National Category
Biochemistry and Molecular Biology
Identifiers
URN: urn:nbn:se:uu:diva-148604DOI: 10.1002/jlcr.1803ISI: 000287212700003OAI: oai:DiVA.org:uu-148604DiVA: diva2:402504
Available from: 2011-03-08 Created: 2011-03-08 Last updated: 2017-12-11

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Åberg, Ola

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