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Efficient C-11-Carbonylation of Isolated Aryl Palladium Complexes for PET: Application to Challenging Radiopharmaceutical Synthesis
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Preclinical PET Platform.
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2015 (English)In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 137, no 4, 1548-1555 p.Article in journal (Refereed) Published
Abstract [en]

We describe the successful implementation of palladium-aryl oxidative addition complexes as stoichiometric reagents in carbonylation reactions with (CO)-C-11 to produce structurally challenging, pharmaceutically relevant compounds. This method enables the first C-11-carbonyl labeling of an approved PET tracer, [C-11]raclopride, for the dopamine D2/D3 receptor by carbonylation with excellent radiochemical purity and yield. Two other molecules, [C-11]olaparib and [C-11]JNJ 31020028, were efficiently labeled in this manner. The technique distinguishes itself from existing methods by the markedly improved purity profiles of the tracer molecules produced and provides access to complex structures in synthetically useful yields, hereby offering a viable alternative to other C-11-labeling strategies.

Place, publisher, year, edition, pages
2015. Vol. 137, no 4, 1548-1555 p.
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Medicinal Chemistry
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URN: urn:nbn:se:uu:diva-247393DOI: 10.1021/ja511441uISI: 000349138600029PubMedID: 25569730OAI: oai:DiVA.org:uu-247393DiVA: diva2:796826
Available from: 2015-03-20 Created: 2015-03-18 Last updated: 2017-12-04Bibliographically approved

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Nordeman, PatrikAntoni, Gunnar

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