吴茱萸次碱合成工艺改进  

Improved Synthesis of Rutaecarpine

作　　者：陈仕云 高永好 吴宗好 桂双英 何勇 CHEN Shi-yun;GAO Yong-hao;WU Zong-hao;GUI Shuang-ying;HE Yong(Analytical&Testing Center,Hefei University,Hefei 230601,China;Anhui Province Key Laboratory of Pharmaceutical Preparation Technology and Application,Hefei 230012,China;Department of Pharmacy,Anhui University of Chinese Medicine,Hefei 230012,China;Hefei Huafang Pharmaceutical Technology Co.,Ltd.,Hefei 230088,China;School of Chemistry and Chemical Engineering,Hefei University of Technology,Hefei 230009,China)

机构地区：[1]合肥学院分析测试中心,安徽合肥230601 [2]药物制剂技术与应用安徽省重点实验室,安徽合肥230012 [3]安徽中医药大学药学院,安徽合肥230012 [4]合肥华方医药科技有限公司,安徽合肥230088 [5]合肥工业大学化学与化工学院,安徽合肥230009

出　　处：《化学试剂》2022年第6期931-935,共5页Chemical Reagents

基　　金：安徽省教育厅高校自然科学研究项目(KJ2020A672);药物制剂技术与应用安徽省重点实验室开放基金资助项目(2021KFKT01)。

摘　　要：以靛红、色胺为起始原料,缩合得到N-(2-氨基苯甲酰基)色胺,在硫酸氢钠存在下与原甲酸三乙酯经Pictet-Spengler反应合成了7,8,13 b,14-四氢吲哚并[2′,3′∶3,4]吡啶并[2,1-b]喹唑啉-5(7 H)-酮,最后芳构化制备吴茱萸次碱,总产率55.8%。目标化合物结构经^(1)HNMR、^(13)CNMR和ESI-MS确证。该工艺反应条件温和、操作简单、原料易得、成本低廉、适用于工业化生产。N-(2-aminobenzoyl)tryptamine was firstly prepared using indigo and tryptamine as the starting materials by condensation reaction.Then,7,8,13 b,14-tetrahydroindolo[2′,3′∶3,4]pyrido[2,1-b]quinazoline-5(7 H)-one was synthesized using triethyl orthoformate in the presence of sodium bisulfate following the Pictet-Spengler reaction.Finally,the rutaecarpine was prepared by aromatization with a total yield of 55.8%.The target compound had been confirmed by using ^(1)HNMR,^(13)CNMR and ESI-MS.Our improved processes have the merits of mild reaction conditions,simple operation,easy availability of raw materials,and low costs,which are suitable for industrial production.

关 键 词：吴茱萸次碱 环合 Pictet-Spengler反应 合成 改进 

分 类 号：R914.5[医药卫生—药物化学]