Hadjipaschalis Nikolaos, Ortalli Sebastiano, Chen Zijun, Paton Robert S, Ford Joseph, Tredwell Matthew, Gouverneur Véronique
Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, United Kingdom.
Department of Chemistry, Colorado State University, Fort Collins, Colorado 80528, United States.
Org Lett. 2025 Jun 20;27(24):6545-6550. doi: 10.1021/acs.orglett.5c02055. Epub 2025 Jun 10.
(Hetero)aryl pinacol boronic esters are routinely used for F-labeling and have accelerated numerous diagnostic and drug discovery programs. An analysis of the current state-of-play, however, highlights a pending challenge. Reports have indicated that some pinacol boronic esters are unstable and difficult to purify, hindering broader adoption in the clinic. Herein, we demonstrate that more stable boronic esters derived from 3,4-diethylhexane-3,4-diol (Epin) are highly suitable for copper-mediated radiolabeling. Impact is illustrated with the automated synthesis of [F]FMZ.
（杂）芳基频哪醇硼酸酯通常用于氟标记，并加速了众多诊断和药物发现项目。然而，对当前进展情况的分析突出了一个悬而未决的挑战。报告表明，一些频哪醇硼酸酯不稳定且难以纯化，这阻碍了其在临床上的更广泛应用。在此，我们证明，由3,4 - 二乙基己烷 - 3,4 - 二醇（Epin）衍生的更稳定的硼酸酯非常适合铜介导的放射性标记。通过[F]FMZ的自动化合成说明了其影响。
