Studies On Synthesis Of Lignans

Lignan compounds, for his unique pharmacological activity, novel chemical structure, rich function groups and a plurality of chiral center, have became into the forefront of the chemists. In this paper, we focus on the total synthesis of8-O-4’-natural lignanamide Cannabisin-F, which was synthesized for the first time, and the total synthesis of another liananamide Cannabisin-E was explored. This thesis includes the following three parts:Part one is the summery, we introduced the current research situation of lianan compounds including its classification, physicochemical properties, biological activities and research progress. This section elaborates on the study of asymmetric synthesis and steroselective of the natural lignans. Combined with the current research situation, we proposed the topic research content.The second part introduced the first total synthesis of8-O-4’-natural lignanamide Cannabisin-F. We used cheaper vanillin as raw materials, though Williamson reaction, methylation, aldehyde, Aldol reaction, Wittig reaction and hydrolysis to obtain intermediates diacid. The specific selectivity ligand of diacid was formed from tyramine which was obtained though the acylation reaction, phenol hedroxyl protection and selective removal of amino protecting group. Then the ligand reacted with diacid though the acylation reaction to obtain the latent target compound, after removing the protecting group, the target compound was obtained.Part three, we briefly introduced the total synthesis of another natural liananamide Cannabisin-E. We designed the total synthetic route, and another two methods to synthesize the key intermediate were discussed. A large number of intermediate were obtained.