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Late-Stage Isotopic Carbon Labeling of Pharmaceutically Relevant Cyclic Ureas Directly from CO2.

ABSTRACT: A robust, click-chemistry-inspired procedure for radiolabeling of cyclic ureas was developed. This protocol, suitable for all carbon isotopes (11 C, 13 C, 14 C), is based on the direct functionalization of carbon dioxide: the universal building block for carbon radiolabeling. The strategy is operationally simple and reproducible in different radiochemistry centers, exhibits remarkably wide substrate scope with short reaction times, and demonstrates superior reactivity as compared to previously reported systems. With this procedure, a variety of pharmaceuticals and an unprotected peptide were labeled with high radiochemical efficiency.

SUBMITTER: Del Vecchio A 

PROVIDER: S-EPMC6099343 | biostudies-literature | 2018 Jul

REPOSITORIES: biostudies-literature

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Late-Stage Isotopic Carbon Labeling of Pharmaceutically Relevant Cyclic Ureas Directly from CO<sub>2</sub>.

Del Vecchio Antonio A   Caillé Fabien F   Chevalier Arnaud A   Loreau Olivier O   Horkka Kaisa K   Halldin Christer C   Schou Magnus M   Camus Nathalie N   Kessler Pascal P   Kuhnast Bertrand B   Taran Frédéric F   Audisio Davide D  

Angewandte Chemie (International ed. in English) 20180703 31

A robust, click-chemistry-inspired procedure for radiolabeling of cyclic ureas was developed. This protocol, suitable for all carbon isotopes (<sup>11</sup> C, <sup>13</sup> C, <sup>14</sup> C), is based on the direct functionalization of carbon dioxide: the universal building block for carbon radiolabeling. The strategy is operationally simple and reproducible in different radiochemistry centers, exhibits remarkably wide substrate scope with short reaction times, and demonstrates superior react  ...[more]

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