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有机化学
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有机化学 ›› 2005, Vol. 25 ›› Issue (11): 1431-1433. 上一篇    下一篇

研究简报

光动力化合物5-氨基乙酰丙酸的简便全合成

刘海灵1,2,3，江焕峰*,1，王玉刚1,2,3，刘鹏1,2,c   

  1. (1华南理工大学化学科学学院 广州 510640)
    (2中国科学院广州化学研究所 广州 510650)
    (3中国科学院研究生院 北京 100039)
  • 收稿日期:2005-04-21 修回日期:2005-05-08 发布日期:2005-10-30
  • 通讯作者: 江焕峰

Simple Total Synthesis of Photodynamic Compound 5-Aminolevulinic Acid

LIU Hai-Ling1,2,3,JIANG Huan-Feng*,1,WANG Yu-Gang1,2,3,LIU Peng1,2,3   

  1. (1 College of Chemistry, South China University of Technology, Guangzhou 510640)
    (2 Guangzhou Institute of Chemistry, Chinese Academy of Sciences, Guangzhou 510650)
    (3 Graduate School of the Chinese Academy of Sciences, Beijing 100039)
  • Received:2005-04-21 Revised:2005-05-08 Published:2005-10-30
  • Contact: JIANG Huan-Feng

PDF

2844

被引次数

17

从γ-丁内酯出发, 首先发生醇解、氧化反应, 继而采用无溶剂法与硝基甲烷在KF/Al2O3催化下发生Henry反应, 再经湿Al2O3负载的CrO3氧化得到5-硝基-4-羰基戊酸乙酯, 最后在Pd/C催化下还原得到5-氨基乙酰丙酸. 各步所合成化合物的结构经1H NMR, IR, MS分析确证.

关键词: 光动力化合物, 全合成, 5-氨基乙酰丙酸, γ-丁内酯, Henry反应

5-Aminolevulinic acid (5-ALA) was prepared from γ-butyrolactone via alcoholysis, oxidation, Henry reaction, oxidation and hydrogenation. Especially Henry reaction was carried out through a solvent-free procedure in the presence of alumina supported potassium fluoride, and then oxidation of the nitroalkanol was finished using wet alumina supported chromium(VI) oxide. The structures of all the com-pounds were confirmed by 1H NMR, IR and MS spectra.

Key words: Henry reaction, 5-aminolevulinic acid, total synthe-sis, γ-butyrolactone, photodynamic compound