Synthesis of substituted [C-11]ureas and [C-11]sulphonylureas by Rh(I)-mediated carbonylation
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
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.
urea, sulphonylurea, carbonylation, [C-11]carbon monoxide, rhodium(I)
Biochemistry and Molecular Biology
IdentifiersURN: urn:nbn:se:uu:diva-148604DOI: 10.1002/jlcr.1803ISI: 000287212700003OAI: oai:DiVA.org:uu-148604DiVA: diva2:402504