芬喹酮原药中主要杂质结构鉴定及合成

    Structural identification and synthesis of the main impurities in fenquinotrione

    • 摘要: 通过改进文献方法,成功制备了对羟基苯基丙酮酸双氧化酶 (HPPD) 除草剂芬喹酮原药,并发现其中含有4个质量分数超过1‰的主要杂质。设计合成路线并成功合成了这4个杂质,合成的杂质化合物均未见文献报道。利用高效液相色谱 (HPLC),高分辨质谱 (HRMS) 和核磁共振氢谱 (1H NMR)、碳谱 (13C NMR) 对杂质的结构进行了确认。同时分析了杂质产生的原因并提出了优化改进措施。本研究对芬喹酮后续的工艺优化及原药质量把控具有一定参考价值。

       

      Abstract: By improving the literature methods, the original drug of the 4-hydroxyphenylpyruvate dioxygenase(HPPD) herbicide fenquinotrione was successfully prepared, and it was found to contain 4 major impurities with a mass fraction of more than 1‰. The impurities were successfully synthesized by the designed routes, and none of them were reported in the literature. The structures of the impurities were confirmed by the high-performance liquid chromatography (HPLC), high-resolution mass spectrometry(HRMS) and nuclear magnetic resonance hydrogen (1H NMR)/carbon spectrometry (13C NMR). Finally, the formation mechanism of the impurities were analyzed by discussing the synthetic route, and some optimization measures were proposed. This study has certain reference value for the subsequent process optimization and quality control during the production of fenquinotrione.

       

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