Fluorous Substituent‐Based Enantiomer and Diastereomer Separation: Orthogonal Use of HPLC Columns for the Synthesis of Nonproteinogenic Polyfluoro Amino Acids and Peptides

Fluorous Substituent‐Based Enantiomer and Diastereomer Separation: Orthogonal Use of HPLC Columns for the Synthesis of Nonproteinogenic Polyfluoro Amino Acids and Peptides
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DOI:
10.1002/ejoc.200701052
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发表时间:
2008-03
影响因子:
2.8
通讯作者:
Takayuki Tonoi;Aya Nishikawa;T. Yajima;H. Nagano;K. Mikami
Takayuki Tonoi;Aya Nishikawa;T. Yajima;H. Nagano;K. Mikami
中科院分区:
化学3区
文献类型:
--
作者:
Takayuki Tonoi;Aya Nishikawa;T. Yajima;H. Nagano;K. Mikami

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采用氟色谱柱和手性高效液相色谱柱,将不同长度全氟烷基链的含氟氨基酸和二肽前驱体分别分离为对映体和非对映异构体。这些结果表明,在不引入传统的可切割的氟标记的情况下,氟外消旋混合物的合成对各种“氟化”手性产品是适用的。(Wiley-VCH Verlag GmbH&Co.KGaA,69451温海姆,德国,2008年)
A variety of fluorine-containing amino acid and dipeptide precursors bearing different lengths of perfluoroalkyl chains were separated into their enantiomers and diastereomers, respectively, by the orthogonal use of fluorous and chiral HPLC columns. These results show the applicability of fluorous racemic mixture synthesis for various “fluorinated” chiral products without introducing conventional cleavable fluorous tags. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)