Chiral polymers for resolution of enantiomers
Chiral polymers for resolution of enantiomers
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DOI：
10.1002/pola.23215
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发表时间：
2009-04
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影响因子：
--
通讯作者：
Y. Okamoto
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文献类型：
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作者：
Y. Okamoto
1979年，人们发现在阴离子手性引发剂作用下，甲基丙烯酸酯的螺旋选择性聚合可形成单手螺旋结构的聚甲基丙烯酸三苯甲酯（PTrMA），并证明了不含手性侧链的稳定螺旋聚合物的存在。该手性聚合物在用作HPLC的手性填充材料（CPM）时表现出对各种外消旋化合物的出乎意料的高手性识别，该手性填充材料于1982年作为第一个基于光学活性聚合物的手性柱商业化。这一成功鼓励我们进一步开发基于多糖、纤维素和直链淀粉的有用的商业手性包装材料（CPM）。通过使用这些基于多糖的CPM，特别是苯基氨基甲酸酯衍生物，近90%的手性化合物不仅可以分析，而且可以分离，并且已经使用CPM生产了几种手性药物。
In 1979, the formation of one-handed helical poly(triphenylmethyl methacrylate) (PTrMA) was found through the helix-sense-selective polymerization of methacrylate using chiral anionic initiators, and the existence of a stable helical polymer without chiral side chains was proved. The chiral polymer exhibited unexpected high chiral recognition of various racemic compounds when used as the chiral packing material (CPM) for HPLC, which was commercialized in 1982 as the first chiral column based on an optically active polymer. This success encouraged us to develop further useful commercial chiral packing materials (CPMs) based on polysaccharides, cellulose, and amylose. By using these polysaccharide-based CPMs, particularly phenylcarbamate derivatives, nearly 90% of chiral compounds can be resolved not only analytically but also preparatively, and several chiral drugs have been produced using the CPMs.