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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (01): 87-95. 上一篇    下一篇

研究论文

L-乳酸齐聚物的制备及其三羰基铼衍生物的合成

朱华1,2，黄立梁1,2，张元庆1,2，沈玉梅*,1   

  1. (1中国科学院上海应用物理研究所 放射性药物研究中心 上海 201800)
    (2中国科学院研究生院 北京 100049)
  • 收稿日期:2010-03-02 修回日期:2010-06-30 发布日期:2010-08-19
  • 通讯作者: 沈玉梅 E-mail:shenyumei@sinap.ac.cn;ymshencsu@yahoo.com
  • 基金资助:

    中国科学院“百人计划”;国家自然科学基金

Synthesis of Molecularly Defined (L)-Lactic Acid Oligomers and Its Tricarbonyl Rhenium Derivatives

Zhu Hua1,2 Huang Liliang1,2 Zhang Yuan-qing1,2 Shen Yumei*,1   

  1. (1 Research Center of Radiopharmaceuticals, Shanghai Institute of Applied Physics, Chinese Academy of Sciences, Shanghai 201800)
    (2 Graduate School of the Chinese Academy of Sciences, Beijing 100049)
  • Received:2010-03-02 Revised:2010-06-30 Published:2010-08-19
  • Supported by:

    Hundred Talent Program of Chinese Academy of Sciences

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以L-丙交酯为原料, 通过正交保护基对其羧基、羟基进行修饰, 合成并表征了乳酸3个系列的12个化合物. 同时以合成得到的乳酸六聚体为原料, 合成并表征了羟基封端的聚乳酸-聚乙二醇-三齿螯合剂系列化合物, 并将其与[Et4N]2[Re(CO)3Br3]配位合成了其冷标记三羰基铼配合物. 产物通过IR, 1H NMR, 13C NMR, ESI-HRMS, MALDI-HRMS或元素分析进行了表征. 该方法为扩展聚乳酸化学修饰法在材料科学中的应用奠定了基础. 此外分子量可控的乳酸-乙二醇结构铼配合物的设计合成扩展了其在分子影像科学的应用.

关键词: 乳酸, 乙二醇, 齐聚物, 三羰基铼, 合成

Modification of the (L)-lactide hydroxyl and carboxylic acid groups was conducted by careful selection of orthogonal protective groups. Three series of lactide oligomers were synthesized for potential industrial production. Starting from Latide-Hexamer, synthesis of hydroxyl tailored biodegradable LA-PEG oligomers, and chelating to tricarbonyl rhenium(I) for medicinal applications were described. The structures of final products and the intermediates were confirmed by IR, 1H NMR, 13C NMR, HRMS, MALDI-HRMS or elemental analysis. The preparation of these lactide oligomers would have a wide range of applications in organic synthesis, molecular imaging and so on.

Key words: lactic acid, ethylene glycol, oligomer, tricarbony rheniuml, synthesis