波谱学杂志 ›› 2008, Vol. 25 ›› Issue (4): 531-540.

• 研究简报 • 上一篇    下一篇

维库溴铵合成工艺中雄甾类中间体的NMR研究

蒋虹1*; 蒋宁3; 屠树江1,2; 顾菲2; 冯友建1   

  1. (1.江苏省药用植物生物技术重点实验室,徐州师范大学,江苏 徐州 221116; 
    2.徐州师范大学 化学化工学院,江苏 徐州 221116;3.江苏省徐州药品检验所,江苏 徐州 221006
  • 收稿日期:2008-04-01 修回日期:2008-05-27 出版日期:2008-12-05 发布日期:2009-12-05
  • 通讯作者: 蒋虹

Structure Elucidation of Androstan Intermediate in the Synthesis of Vecuronium Bromide

JIANG Hong1*; JIANG Ning3; TU Shu-jiang1,2; GU Fei2; FENG You-jian1   

  1. (1.The Key Laboratory of Biotechnology for Medicinal Plants of Jiangsu,
    Xuzhou Normal University, Xuzhou 221116, China; 2.College of Chemistry and Chemical Engineering, Xuzhou Normal University, Xuzhou 221116, China; 3.Xuzhou Jiangsu Institute for Drug Control, Xuzhou, 221006, China)
  • Received:2008-04-01 Revised:2008-05-27 Online:2008-12-05 Published:2009-12-05
  • Contact: Jiang Hong

摘要: 维库溴胺合成中的6个中间体均为雄甾类化合物,我们以重要中间体2β,16β-二(1-哌啶基)-5α-雄甾烷-3α, 17β-二醇为例,使用质谱、红外光谱和核磁共振技术确定了它的结构,并结合1H NMR, 13C NMR, DEPT, 1H-1H COSY, HSQC, HMBC多种核磁共振分析方法,详细归属了其所有的1H NMR和13C NMR数据,利用ROESY确定了其相对构型. 根据相同方法,归属了其它5个中间体的13C NMR数据,为它们的结构鉴定提供了重要依据,为维库溴铵合成工艺的中间体质量控制提供了参考数据.

关键词: 归属, NMR, 2D NMR, 相对构型, 维库溴铵中间体

Abstract: 2β, 16β-dipieridino-5α-androstan-3α, 17β-diol is an important intermediate in the synthesis of vecuronium bromide. In this study, the molecular structure of the compound was elucidated by MS, IR, 1D NMR and 2D NMR techniques (i.e., 1H NMR, 13C NMR, DEPT, 1H-1H COSY, HSQC and HMBC). The stereochemistry conformation of the compound was confirmed by ROESY experiments. The 13C NMR chemical shifts of five other androstan intermediates were also assigned.

Key words: NMR, chemical shift assignment, 2D NMR, stereochemistry conformation, intermediate of vecuronium bromide

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