SQ109合成工艺改进

Improved synthesis of SQ109

目的改进SQ109的合成工艺,确立一条经济、高效的合成路线。方法以香叶醇(1)为起始原料,经氯代得到香叶基氯(2),再经胺化得到中间体N'-香叶基-2-基-乙烷-1,2-二胺(3),中间体3与2-金刚烷酮经还原胺化得到目标化合物SQ109。结果与结论目标化合物经元素分析、核磁共振氢谱和质谱的确证,总收率为66.6%(以香叶醇计)。该方法原料经济易得,操作简单可行,各步产率均较高。

Objective To improve the synthesis process of N-geranyl-N′-（2-adamantyl）ethane-1,2-diamine（SQ109） and establish a cost-effective and effecient synthetic route.Methods Geraniol reacted with SOCl2 to produce intermediate 2,2,1-chloro-3,7-dimethyl-2,6-octadiene.The key intermediate 3,N′-（2-geranyl）ethane-1,2-diamine,was synthesized via reduction amination starting from intermediate 2.Then intermediate 3 reacted with 2-adamantanone by reduction amination to obtain the target compound.Results and Conclusion The target compound was confirmed by 1H-NMR,LC-MS,and elemental analysis.The overall yeild was 66.6%（based on geraniol）.The advantage of this method lies in the cheap and easily-available raw materials,simple operation and high yield in each step.