Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (12): 1931-1934. Previous Articles     Next Articles

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基于同一天然手性源(4R)-羟基脯氨酸的(2S,4S)/(2S,4R)-4-氟谷氨酸的立体专一性合成

李春雷1,王衍超2,谭瑛英2,3,李硕*,2,杨中铎*,3,4   

  1. (1兰州理工大学石油化工学院 兰州 730050)
    (2北京大学深圳研究生院化学生物学与生物技术学院化学基因组学 深圳 518055)
    (3兰州理工大学生命科学与工程学院 兰州 730050)
    (4功能有机分子化学国家重点实验室(兰州大学) 兰州 730000)
  • 收稿日期:2009-11-27 修回日期:2010-05-14 发布日期:2010-07-12
  • 通讯作者: 杨中铎 E-mail:yangzhongduo@126.com

Stereospecific Synthesis of (2S,4S)/(2S,4R)-4-Fluoroglutamic Acids Base on Natural Chiral Source (4R)-Hydroxyproline

Li Chunlei1 Wang Yanchao2 Tan Yingy-ing2,3 Li Shuo*,2 Yang Zhong-duo*,3,4   

  1. (1 School of Petrochemical Engineering, Lanzhou University of Technology, Lanzhou 730050)
    (2 Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnol-ogy, Peking University Shenzhen Graduate School, Shenzhen 518055)
    (3 School of Life Science and Engineering, Lanzhou University of Technology, Lanzhou 730050)
    (4 State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000)
  • Received:2009-11-27 Revised:2010-05-14 Published:2010-07-12
  • Contact: zhong-duo yang E-mail:yangzhongduo@126.com

Stereospecific synthesis of (2S,4S)/(2S,4R)-4-fluoroglutamic acids base on natural chiral source (4R)-hydroxyproline was studied by using of Mitsunobo reaction, fluorination with perfluoro-1-butanesul- fonyl fluoride and NaIO4/RuO2 oxidation.

Key words: 4-fluoroglutamic acid, sterospecific synthesis, fluorination, (4R)-hydroxyproline