Fluorous tagging strategy for solution-phase synthesis of small molecules, peptides and oligosaccharides.
Fluorous tagging strategy for solution-phase synthesis of small molecules, peptides and oligosaccharides.
复制标题
DOI：
10.1002/chin.200534307
复制
发表时间：
2004-11
影响因子：
--
通讯作者：
Wei Zhang-
中科院分区：
文献类型：
--
作者：
Wei Zhang-
在有机合成中，反应混合物的纯化是一个缓慢的过程，特别是在大量类似物和化合物库的生产过程中。固相合成和含氟合成等相标记方法提供了解决分离问题的有效方法。含氟合成采用连接在底物或试剂上的功能化全氟烷基基团。所得到的氟分子的分离可以使用强选择性氟液-液萃取、氟硅胶基固相萃取或高效液相色谱法来实现。氟技术是一种新型的液相法，具有在均质环境下反应时间快、易于适应文献条件、易于中间分析、反应规模和范围灵活等优点。原则上，任何使用固体载体的合成方法都可以通过用相应的含氟标签代替聚合物连接剂在溶液中进行。本文综述了含氟标签在液相合成小分子、多肽和低聚糖方面的研究进展。
The purification of reaction mixtures is a slow process in organic synthesis, especially during the production of large numbers of analogs and compound libraries. Phase-tag methods such as solid-phase synthesis and fluorous synthesis, provide efficient ways of addressing the separation issue. Fluorous synthesis employs functionalized perfluoroalkyl groups attached to substrates or reagents. The separation of the resulting fluorous molecules can be achieved using strong and selective fluorous liquid-liquid extraction, fluorous silica gel-based solid-phase extraction or high-performance liquid chromatography. Fluorous technology is a novel solution-phase method, which has the advantages of fast reaction times in homogeneous environments, being readily adaptable to literature conditions, having easy intermediate analysis, and having flexibility in reaction scale and scope. In principle, any synthetic methods that use a solid-support could be conducted in solution-phase by replacing the polymer linker with a corresponding fluorous tag. This review summarizes the progress of fluorous tags in solution-phase synthesis of small molecules, peptides and oligosaccharides.