Synthesis of 11C-labeled Sulfonyl Carbamates through a Multicomponent Reaction Employing Sulfonyl Azides, Alcohols, and [11C]CO.

Stevens MY, Chow SY, Estrada S, Eriksson J, Asplund V, Orlova A, Mitran B, Antoni G, Larhed M, Åberg O, Odell LR

ChemistryOpen 5 (6) 566-573 [2016-12-00; online 2016-10-05]

We describe the development of a new methodology focusing on 11C-labeling of sulfonyl carbamates in a multicomponent reaction comprised of a sulfonyl azide, an alkyl alcohol, and [11C]CO. A number of 11C-labeled sulfonyl carbamates were synthesized and isolated, and the developed methodology was then applied in the preparation of a biologically active molecule. The target compound was obtained in 24±10 % isolated radiochemical yield and was evaluated for binding properties in a tumor cell assay; in vivo biodistribution and imaging studies were also performed. This represents the first successful radiolabeling of a non-peptide angiotensin II receptor subtype 2 agonist, C21, currently in clinical trials for the treatment of idiopathic pulmonary fibrosis.

Affiliated researcher

PubMed 28032026

DOI 10.1002/open.201600091

Crossref 10.1002/open.201600091

pii: OPEN201600091
pmc: PMC5167284