高等学校化学学报

高等学校化学学报 ›› 2001, Vol. 22 ›› Issue (12): 2045.

• 研究简报 • 上一篇    下一篇

新型大环磺酰胺肽模拟物的设计及其关键前体的合成

赵宝祥1, Siegfried Blechert2   

  1. 1. 山东大学化学与化工学院, 济南 250100;
    2. 德国柏林工业大学有机化学研究所, 柏林 10623
  • 收稿日期:2000-09-22 出版日期:2001-12-24 发布日期:2001-12-24
  • 通讯作者: 赵宝祥(1959年出生),男,博士,教授,从事有机合成研究.
  • 基金资助:

    教育部留学回国人员科研启动基金资助

Design of a Novel Macrocyclic Sulfonamide Peptidomimetics and Synthesis of the Precursors

ZHAO BaoXiang1, Siegfried Blechert2   

  1. 1. School of Chemistry & Chemical Engineering, Shandong University, Jinan 250100, China;
    2. Institutfur Organische Chemie, Sekr.TC2, Technische Universitat Berlin, Straedes 1
    7. Juni 135, D-10623, Germany
  • Received:2000-09-22 Online:2001-12-24 Published:2001-12-24

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被引次数

17

关键词: 磺酰胺肽模拟物, Michael加成, 2-烯丙基戊二酸酐, 2-烯丙基戊二酸单烯丙基酯, N-烯丙基-2-乙氧羰基-2-氨基-乙基磺酰胺

Abstract: Aroute of synthesis of a novel macrocyclic sulfonamide peptidomimetics via ring closing metathesis(RCM) has been designed. Allyl glutaric anhydride has been synthesized from commercially available diethyl allylmanolate and tert butyl acrylate by the Michael reaction and hydrolysis followed by decarboxylation and dehydration. Then, allyl hydrogen2allylglutarate, a precursor for RCM, has been prepared. The synthesis of N-allyl-ethoxycarbonyl-aminoethylsulfonyl amide, another precursor, has been accomplished from cystine.

Key words: Sulfonamide peptidomimetics, Michael reaction, Allyl glutaric anhydride, Allyl hydrogen 2 allylglutarate, N-Allyl-2-ethoxycarbonyl-2-amino ethylsulfonyl amide

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