Total synthesis of polyamine toxin HO-416b and Agel-489 using a 2-nitrobenzenesulfonamide strategy.
Total synthesis of polyamine toxin HO-416b and Agel-489 using a 2-nitrobenzenesulfonamide strategy.
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使用 2-硝基苯磺酰胺策略全合成多胺毒素 HO-416b 和 Agel-489。
DOI：
10.1248/cpb.48.1570
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发表时间：
2000
影响因子：
1.7
通讯作者：
T. Fukuyama
中科院分区：
文献类型：
--
作者：
Y. Hidai;T. Kan;T. Fukuyama
以2-硝基苯磺酰胺(NS)为保护基和活化基，完成了蜘蛛毒素HO-416b(1)和Agel-489(2)的全合成。在该策略中，通过磺胺类化合物与卤代烷的烷基化反应或与相应的醇的Mitsunobu反应构建C-N键。从对称二胺的单一保护开始，二胺3的骨架构建分7步(14步)和9步(29步)有效地完成。当底物连接到新的固体载体上时，去除NS基团使得能够有效地分离这种高极性化合物。
Total synthesis of spider toxins HO-416b (1) and Agel-489 (2) was accomplished using the 2-nitrobenzenesulfonamide (Ns) group as both a protecting and activating group. In this strategy, the C-N bonds were constructed by alkylation of sulfonamides with alkyl halides or Mitsunobu reaction with the corresponding alcohol. Beginning with monoprotection of the symmetrical diamine, the construction of the backbone from diamine 3 was efficiently accomplished in 7 steps for 14 and 9 steps for 29. Removal of the Ns group while the substrate was attached to a novel solid support enabled the efficient isolation of this highly polar compound.
DOI：
10.5860/choice.42-5868
发表时间：
1995
期刊：
--
影响因子：
--
作者：
A. Katritzky;O. Meth–Cohn;C. Rees
通讯作者：
A. Katritzky;O. Meth–Cohn;C. Rees