Kacprzak Karol M, Lindner Wolfgang, Maier Norbert M
Department of Analytical Chemistry and Food Chemistry, University of Vienna, Vienna, Austria.
Chirality. 2008 Mar;20(3-4):441-5. doi: 10.1002/chir.20461.
A revised procedure for the conversion of the four major Cinchona alkaloids (quinine, quinidine, cinchonidine, and cinchonine) into their respective 10,11-didehydro derivatives is described. The reported protocol offers several advantages over a recently published synthetic route. These include (i) enhanced robustness (ii) ready scalability (iii) reduced operational complexity and number of steps (iv) chromatography-free work-up. In addition, toxic solvents were replaced by environmentally less problematic alternatives.
描述了一种将四种主要金鸡纳生物碱(奎宁、奎尼丁、辛可尼定和辛可宁)转化为各自的10,11-二脱氢衍生物的改进方法。与最近发表的合成路线相比,所报道的方案具有几个优点。这些优点包括:(i)增强的稳健性;(ii)易于扩大规模;(iii)降低操作复杂性和步骤数量;(iv)无需色谱法后处理。此外,有毒溶剂被环境问题较少的替代品所取代。