高等学校化学学报 ›› 2006, Vol. 27 ›› Issue (4): 660.

• 研究论文 • 上一篇    下一篇

多羟基吡咯烷衍生物的立体选择性合成

李小六1,2, 田军1, 徐晓明1, 侯银菊1   

  1. 1. 河北大学化学与环境科学学院, 保定 071002; 2. 南开大学元素有机化学国家重点实验室, 天津 300071
  • 收稿日期:2005-03-28 出版日期:2006-04-10 发布日期:2006-04-10
  • 通讯作者: 李小六(1959年出生), 男, 博士, 教授, 博士生导师, 主要从事糖类衍生物的设计、 合成及生物活性研究. Email: lixl@mail.hbu.edu.cn
  • 基金资助:

    国家自然科学基金(批准号: 20472015)、 河北省自然科学基金(批准号: B2005000106)及元素有机化学国家重点实验室开放基金(批准号: 0401)资助.

Stereoselective Synthesis of Derivatives of Polyhydroxylated Pyrrolidines

LI Xiao-Liu1,2*, TIAN Jun1, XU Xiao-Ming1, HOU Yin-Ju1   

  1. 1. School of Chemistry and Environmental Science, Hebei University, Baoding 071002, China;
    2. State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China
  • Received:2005-03-28 Online:2006-04-10 Published:2006-04-10
  • Contact: LI Xiao-Liu,E-mail: lixl@mail.hbu.edu.cn

摘要:

以D-木糖及D-葡萄糖为原料, 经具有降冰片结构的双环缩醛中间体, 合成了适当羟基保护的五元环氮杂糖衍生物及其氟代衍生物, 进一步探讨了含氮杂糖结构的双糖衍生物的合成.

关键词: 氮杂糖; 多羟基吡咯烷; 氟代氮杂糖衍生物; 低聚糖

Abstract:

The derivatives of polyhydroxylated pyrrolidines have exhibited a remarkable biological activity to inhibit glycoside-processing enzymes, and found a potential chemotherapeutic applications against diabetes, cancer, and viral infections including AIDS. And great attention has been attracted to the synthesis of their new derivatives and analogues. In this paper, some new derivatives of 5-membered azasugars with partially protected hydroxy groups, and their fluorinated ones were synthesized via the key intermediate of norbonyl like bicyclic acetal with D-xylose and D-glucose as the starting materials. The glycosylation of the synthesized partially protected azasugar and 1-methylenesugar was explored.

Key words: Azasugar; Polyhydroxylated pyrrolidine; Fluorinated azasugar; Oligosaccharide

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