N-苄基苦参醇阿魏酸酯的合成

Synthesize of N-Benzyl Kurarinol Ferulate

目的:合成N-苄基苦参醇阿魏酸酯并优化其合成工艺。方法:以苦参碱为原料,通过碱水解开环,氯苄苄基化得到N-苄基苦参酸苄酯,再经四氢铝锂还原得到N-苄基苦参醇,与乙酰阿魏酸在EDAC作用下缩合,得到N-苄基苦参醇乙酰阿魏酸酯,最后水解得目标物N-苄基苦参醇阿魏酸酯。结果与结论:设计并合成了N-苄基苦参醇阿魏酸酯,IR、MS、1H-NMR等方法确证目标产物的化学结构正确。经优化的合成工艺更具可行性,反应条件温和,后处理简便。

Objective： To synthesize N-Benzyl kurarinol Ferulate and optimize the technical process. Methods： Matrine was reacted with sodium hydroxide giving the hydrolytic ring-opening derivative matrinic acid. In the presence of potassium carbonate matrinic acid reacted with benzyl chloride to afford Benzyl Alcohol N-Benzyl matrinate, then through the reduction with LiA1H4, N-Benzyl kurarinol was gained. Acetic anhydride was used to prepare acetyl ferulic acid, which conjugated with N-Benzyl kurarinol later. Finally, potassium hydroxide was used to give target compound N-Benzyl kurarinol Ferulate. Results and Conclusion： N-Benzyl kurarinol Ferulate has been successfully synthesized using EDAC/DMAP method and the technical process has been optimized. The chemical structure of the target compound was confirmed by MS, IR, and 1H-NMR spectra. After the optimization, the synthesis process became much more convenient with a mild reaction condition.