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

被引：47

作者：

Del Vecchio, Antonio ^{[1
]}

Caille, Fabien ^{[2
]}

Chevalier, Arnaud ^{[1
]}

Loreau, Olivier ^{[1
]}

Horkka, Kaisa ^{[4
]}

Halldin, Christer ^{[4
]}

Schou, Magnus ^{[4
,5
]}

Camus, Nathalie ^{[1
]}

Kessler, Pascal ^{[3
]}

Kuhnast, Bertrand ^{[2
]}

Taran, Frederic ^{[1
]}

Audisio, Davide ^{[1
]}

机构：

[1] Univ Paris Saclay, Serv Chim Bioorgan & Marquage, CEA DRF JOLIOT SCBM, F-91191 Gif Sur Yvette, France

[2] Univ Paris Saclay, UMR IMIV 1023, Serv Hosp Frederic Joliot, CEA,Inserm,Univ Paris Sud,CNRS, Orsay, France

[3] Univ Paris Saclay, Serv Ingn Mol Prot, CEA DRF JOLIOT SIMOPRO, F-91191 Gif Sur Yvette, France

[4] Karolinska Inst, Psychiat Sect, Dept Clin Neurosci, S-17176 Stockholm, Sweden

[5] Karolinska Inst, PET Sci Ctr, Precis Med & Genom IMED Biotech Unit, AstraZeneca, S-17176 Stockholm, Sweden

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2018年 / 57卷 / 31期

基金：

欧盟地平线“2020”;

关键词：

carbon dioxide; carbon-11; carbon-14; heterocycles; isotopic labeling; POSITRON-EMISSION-TOMOGRAPHY; C-H FUNCTIONALIZATION; RECEPTOR ANTAGONISTS; ARYLBORONIC ACIDS; ROOM-TEMPERATURE; ONE-POT; C-11; PET; AZIDATION; PEPTIDES;

D O I：

10.1002/anie.201804838

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A robust, click-chemistry-inspired procedure for radiolabeling of cyclic ureas was developed. This protocol, suitable for all carbon isotopes (C-11, C-13, C-14), 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.

引用

页码：9744 / 9748

页数：5

共 54 条

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