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标题化合物是抗血吸虫一线药物吡喹酮的活性异构体,对其进行手性合成具有重要意义。优化了关键中间体吡喹酮胺的拆分条件,与(+)-二对甲苯酰-D-酒石酸成盐,经重结晶、游离两步,拆分得到对映体﹥99%的(R)-吡喹酮胺。(R)-吡喹酮胺与环己基甲酸缩合得到标题化合物,其绝对构型采用基于含时密度泛函的电子圆二色谱理论计算与实验结合的方法验证,使用手性色谱分析确定其光学纯度。该方法反应条件温和、操作简单、产品收率高、化学纯度和光学纯度高,具有工业应用前景。
The title compound is the active isomer of praziquantel, the first-line anti-schistosome drug, and is of great importance for its chiral synthesis. The resolution of praziquantel, the key intermediate, was optimized and salt formation was achieved with (+) - di-p -toluoyl-D-tartaric acid. ) - praziquantel amine. The condensation of (R) -praziquantel amine with cyclohexanecarboxylic acid gave the title compound, whose absolute configuration was verified by a method based on time-dependent density functionalization of electron circular dichroism spectroscopy coupled with experimentation, using chiral chromatography to determine its optical purity. The method has the advantages of mild reaction conditions, simple operation, high product yield, high chemical purity and optical purity and industrial application prospect.