胺类木脂素合成及研究.pdf

青岛科技大学研究生学位论文胺类木脂素的合成研究摘要木脂素类化合物由于其独特的药理活性、新颖的化学结构、丰富的官能团以及多个手性中心使其成为化学家关注的焦点。’.,,内容共包括以下三部分: 第一部分综述,介绍了木脂素化合物目前研究现状包括其分类、理化性质及其生物活性等等。重点对天然木脂素的不对称合成以及天然木脂素的区域及立体选择性研究进行了阐述,并结合当前研究现状提出了本课题研究内容。’.。以廉价的香草醛为原料,经过Williamson反应、甲基化作用、醛基的保护、Aldol 反应、Wittig反应、水解作用等得到木脂素母体双酸。木脂素的配体是以酪胺为原料,经过氨基的酰化保护、酚羟基的THP保护、以及选择性的脱除氨基保护基, 得到了选择性专一的双酸配体。再由木脂素母体双酸和选择性保护的酪胺配体经酰化反应得到前目标化合物,然后再经过脱除保护基得到具有药理活性的目标化合物。第三部分介绍了另一种天然胺类木脂素Cannabisin-E的全合成,我们设计了初步的合成路线,并且对木脂素的骨架设计了另外两种合成方法,通过实验累积了大量的原料。关键词: 一天然胺类木脂素的合成研究——————————————————————————————————————————二_—一 n 青岛科技大学研究生学位论文 STUDIES ONSYNT髓SIS 0FLIGNANS ABSTRACT pounds,for hisunique pharmacological activity,novel chemical structure,rich function groups and aplurality ofchiralcenter,have became intothe forefront of the this paper,we focus on the totalsynthesis of 8-O一4'-naturallignanamide Cannabisin-F,which was synthesized for thefirsttime,and the totalsynthesis ofanotherliananamide Cannabisin-E was thesis includesthefollowing threeparts: Part one isthesummery,we introduced the current research pounds including itsclassification,physicochemical properties,biological activitiesand research section elaborates on thestudy ofasymmetric synthesis andsteroseleetive bined with the current research situation,we proposed thetopic research content. The second part introduced thefirsttotalsynthesis of8一O一4'-naturallignanamide Cannabisin- used cheaper vanillin asrawmaterials,thoughWilliamson reaction, methylation,aldehyde,Aldol reaction,Wittig reaction and hydrolysis to obtain specificselectivity ligand ofdiacid was formed from tyramine which Was obtained though the acylation reaction,phenol hedroxyl protection and selectiveremoval ofamino protecting theligand reacted with diacidthough theacylation reaction toobtainthe pound,after removing theprot