环扁桃酯的新合成路线的研究

目的 设计周围血管扩张药环扁桃酯的新合成路线。方法 以苯为原料，与草酰氯单乙酯反应制备苯乙酮酸乙酯（2）, 2 与顺式 3,3,5-三甲基环己醇通过酯交换合成顺式 3,3,5-三甲基环己醇苯乙酮酸酯（3）, 3 在锌粉和甲酸铵条件下发生还原得到环扁桃酯。结果与结论 合成目标化合物的总收率为59.6%，目标化合物的结构经¹H-NMR、¹³C-NMR、IR 谱确证。新合成路线具有原料廉价易得、操作简便、收率高的特点。

New synthetic route of cyclandelate

Cyclandelate is an excellent vasodilator drug for the treatment of cardiovascular and cerebrovascular diseases. Its traditional synthesis is by the esterification method using mandelic acid which was prepared from benzaldehyde and sodium cyanide. Because of the toxicity and serious pollution by sodium cyanide. Here a new synthetic route of cyclandelate was reported to overcome the toxicity and serious pollution by sodium cyanide. Firstly, benzene was reacted with ethyl oxalyl monochloride under the catalysis of AlCl3 to give ethyl phenyl glyoxylate (2), 2 was treated with 3,3,5-trimethyl cyclohexanol to get 3,3,5-trimethyl cyclohexyl glyoxylate(3) by transesterification, finally, 3 was reduced in the presence of Zn/HCOONH₄ to afford cyclandelate. The overall yield of this process was 59.6%, and the structure of cyclandelate was characterized by ¹H-NMR,¹³C-NMR and IR. This new synthetic route had some advantages such as cheap available material, simple operation and high yield.