Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (1): 149-155.DOI: 10.6023/cjoc201905045 Previous Articles     Next Articles

苄基异喹啉生物碱Neolitacumonine、Mollinedine和Papaverine的全合成

孙勉勉a, 李风雷a, 何云刚a, 朱星亮a, 刘世领b, 施小新a   

  1. a 华东理工大学药学院 上海市化学生物学重点实验室 上海 200237;
    b 青平药业有限公司 上海 201710
  • 收稿日期:2019-05-22 修回日期:2019-08-26 出版日期:2020-01-25 发布日期:2019-09-05
  • 通讯作者: 施小新, 刘世领 E-mail:xxshi@ecust.edu.cn;liushiling@tenrypharm.com
  • 基金资助:
    国家自然科学基金(Nos.20972048,20172015)资助项目.

Total Syntheses of Benzylisoquinoline Alkaloids Neolitacumoine, Mollinedine and Papaverine

Sun Mianmiana, Li Fengleia, He Yunganga, Zhu Xinglianga, Liu Shilingb, Shi Xiaoxina   

  1. a Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237;
    b Qingping Pharmaceutical Co., Ltd., Shanghai 201710
  • Received:2019-05-22 Revised:2019-08-26 Online:2020-01-25 Published:2019-09-05
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 20972048, 20172015).

A new general synthetic route towards benzylisoquinoline alkaloids was developed. The key step of this route is Cu-catalyzed cascade oxidation-aromatization of 1-benzyl-3,4-dihydroisoquinolines. The three benzylisoquinoline alkaloids such as neolitacumonine, mollinedine and papaverine were synthesized starting from piperonaldehyde and 3,4-dimethoxybenzaldehyde by 8 steps in 42%, 37% and 37% overall yields, respectively.

Key words: benzylisoquinoline alkaloids, neolitacumonine, mollinedine, papaverine