辣椒素酯合成实验

Experiment of synthesis of capsiate

以6-溴己酸为起始原料,利用Wittig反应,制备以Z-8-甲基-6-壬烯酸为主的产物,然后在NaNO2—HNO3的作用下,转化为以E-8-甲基-6-壬烯酸为主的产物,经后处理得到E-8-甲基-6-壬烯酸。在酶催化作用下,E-8-甲基-6-壬烯酸选择性地与香草醛的醇羟基反应,得到辣椒素酯。实验过程让学生灵活应用知识、科学组合,更加贴近真实的药物研发过程,提高了学生的学习兴趣。

By taking the6bromo acid as the starting material and by using the Wittig reaction,the product with the Z8methyl6azelaic acid as the main content is prepared.Then,under the action of NaNO2-HNO3,it is transformed into the product with E8methyl6azelaic acid as its main content,and after the treatment,the E8methyl6azelaic acid is obtained.Under the action of enzyme catalysis,the capsiate is obtained by the alcohol hydroxyl reaction of the E8methyl6azelaic acid and the vanillin.The experimental process allows the students to flexibly apply the knowledge,and make the scientific combination,which is closer to the real drug R&D process,and improves the students’interest in learning.