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The Journal of organic chemistry. 2025 Jun 9. doi: 10.1021/acs.joc.5c00382

Sequential Radiosynthetic Methodology: Assembly of Boronic Ester Precursors on a Diol Resin and Radioiodination Using Copper-Mediated Radioiododeboronation and Azide-Alkyne Cycloaddition

序贯放射合成法:在二醇树脂上装配硼酸酯前体,并通过铜介导的放射性碘脱硼化和叠氮-炔环加成进行放射性碘标记 翻译改进

Yuto Kondo  1  2, Hiroyuki Kimura  2, Mamiko Tanaka  3, Yasunao Hattori  4, Hidekazu Kawashima  5, Kazuhiro Takahashi  1, Hiroyuki Yasui  3

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作者单位

  • 1 Advanced Clinical Research Center, Fukushima Global Medical Science Center, Fukushima Medical University, 1 Hikarigaoka, Fukushima 960-1295, Japan.
  • 2 Division of Probe Chemistry for Disease Analysis, Research Center for Experimental Modeling of Human Disease, Kanazawa University, 13-1 Takaramachi, Kanazawa 920-8640, Japan.
  • 3 Laboratory of Analytical and Bioinorganic Chemistry, Division of Analytical and Physical Sciences, Kyoto Pharmaceutical University, 5 Nakauchi-cho, Misasagi, Yamashina-ku, Kyoto 607-8414, Japan.
  • 4 Center for Instrumental Analysis, Kyoto Pharmaceutical University, 1 Shichono-cho, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan.
  • 5 Radioisotope Research Center, Kyoto Pharmaceutical University, 1 Shichono-cho, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan.
  • DOI: 10.1021/acs.joc.5c00382 PMID: 40490409

    摘要 中英对照阅读

    A streamlined radiosynthetic methodology enables the precise sequential assembly of boronic ester precursors on diol resin, seamlessly integrating copper-mediated radioiododeboronation and azide-alkyne cycloaddition. This approach yields radioiodinated compounds with high radiochemical conversion (>90%) without requiring column purification until the final stage, thereby accelerating the efficient development of advanced radioiodinated molecular probes.

    Keywords:sequential radiosynthesis; azide-alkyne cycloaddition

    一种简化的放射合成方法能够精确地在二醇树脂上依次组装硼酸酯前体,并无缝整合铜介导的放射性碘脱硼化和叠氮-炔环加成反应。这种方法能够在最终阶段之前无需柱层析纯化的情况下,获得具有高放射化学转化率(>90%)的放射性碘标记化合物,从而加速高效开发先进的放射性碘标记分子探针。

    关键词:顺序放射合成; 叠氮-炔环加成反应

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    Sequential Radiosynthetic Methodology: Assembly of Boronic Ester Precursors on a Diol Resin and Radioiodination Using Copper-Mediated Radioiododeboronation and Azide-Alkyne Cycloaddition