化学学报 ›› 2002, Vol. 60 ›› Issue (8): 1536-1538. 上一篇    下一篇

研究论文

用环糊精合成楔筒状主体分子新模型

郝爱友;王金山   

  1. 山东大学化学与化工学院,济南(250100);山东师范大学化学系,济南(250014)
  • 发布日期:2002-08-15

Synthesis of New Cuniform Molecular Host Model Based on β- Cyclodextrin

Hao Aiyou;Wang Jinshan   

  1. School of Chemistry & Chemical Engineering, Shandong University, Jinan(250100);Department of Chemistry, Shandong Normal University, Jinan(250014)
  • Published:2002-08-15

用四醋酸铅将七元(6-O-二甲基叔丁基硅基)-β-环糊精选择氧化、并用三氟 化硼乙醚脱硅基保护基后,再经分离、纯化,可获得具有“楔筒状”空腔的单-2, 3-二醛基-β-环糊精。单-2,3-二醛基-β-环糊精较β-环糊精有更好的水溶性。 用单-2,3-二醛基-β-环糊精作TLC流动相手性添加剂时,可将肾上腺素对映体在 硅胶薄层板上有效拆分。

关键词: 环糊精, 大环化合物, 肾上腺素, 对映体

β-Cyclodextrin with the 6-hydroxyls protected by dimethyl-tert- butylsilyl was selectively oxidized by lead tetraacetate. After the silyl groups were removed off by boron fluoride-etherate, mono-2,3- dialdehydro-β-cyclodextrin as a cuniform molecule could be constructed. Mono-2,3-dialdehydro-β-cyclodextrin is more soluble in water than β- cyclodextrin. Mono-2,3-dialdehydo-β-cyclodextrin could be used as the mobile phase additives for effective resolution of DL-adrenaline on silica gel plates.

Key words: CYCLODEXTRIN, MACROCYCLIC COMPOUNDS, EPINEPHRINE, ENANTIOMORPH

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