Simple protocols for NMR analysis of the enantiomeric purity of chiral primary amines

被引：75

作者：

Perez-Fuertes, Yolanda ^{[1
]}

Kelly, Andrew M. ^{[1
]}

Fossey, John S. ^{[1
]}

Powell, Magdalena E. ^{[1
]}

Bull, Steven D. ^{[1
]}

James, Tony D. ^{[1
]}

机构：

[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

来源：

NATURE PROTOCOLS | 2008年 / 3卷 / 02期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1038/nprot.2007.524

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

A simple three-component chiral derivatization protocol for determining the enantiopurity of chiral primary amines by H-1 NMR spectroscopic analysis is described here. The method involves condensation of the amines with 2-formylphenylboronic acid and enantiopure 1,1'-bi-2-naphthol. This approach affords a mixture of diastereoisomeric iminoboronate esters whose ratio can be determined by the integration of well-resolved diastereotopic resonances in their H-1 NMR spectra, thus enabling the enantiopurity of the parent amine to be determined easily. The protocol, as described, takes less than 90 min to complete.

引用

页码：210 / 214

页数：5

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