Parallel synthesis of 19-membered ring macro-heterocycles via intramolecular thioether formation
Parallel synthesis of 19-membered ring macro-heterocycles via intramolecular thioether formation
复制标题
DOI：
10.1016/j.tetlet.2010.05.029
复制
发表时间：
2010-07-14
影响因子：
1.8
通讯作者：
Nefzi, Adel
中科院分区：
文献类型：
--
作者：
Derbel, Safa;Ghedira, Kamel;Nefzi, Adel
从树脂结合的正交保护的赖氨酸，通过分子内硫醚形成的19元环大杂环的生成进行了描述。通过对氟间硝基苯甲酸或溴乙酸的偶联，然后分别进行氟和溴基团的分子内取代SNAr或S（N）2置换，发生树脂上的环化。所描述的方法呈现了合成大杂环文库的通用合成路线，以试图建立先导药物候选物。以良好的产率和良好的纯度获得所需的环状产物。(C)2010爱思唯尔有限公司保留所有权利。
Starting from resin-bound orthogonally protected lysine, the generation of 19-membered ring macro-heterocycles via intramolecular thioether formation is described. The on resin cyclization occurred by the coupling of p-fluoro-m-nitro benzoic acid or bromo acetic acid followed by intramolecular substitution SNAr or S(N)2 displacement of the fluoro and bromo groups, respectively. The described approaches present versatile synthetic routes toward the synthesis of libraries of macro-heterocycles in an attempt to establish lead drug candidates. The desired cyclic products were obtained in good yields and good purities. (C) 2010 Elsevier Ltd. All rights reserved.