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手性胺醇 A 的对映体变异性。ECD 和 NMR 方法测定 1-氨基-2-醇光学纯度的改进。

Enantiomeric Variability of Distaminolyne A. Refinement of ECD and NMR Methods for Determining Optical Purity of 1-Amino-2-Alkanols.

机构信息

School of Chemical Sciences, University of Auckland, Private Bag 92019, Auckland 1142, New Zealand.

Department of Chemistry, University of California, San Diego, 9500 Gilman Drive MC0358, La Jolla, CA 92093, USA.

出版信息

Molecules. 2018 Dec 27;24(1):90. doi: 10.3390/molecules24010090.

Abstract

Sample configurations of distaminolyne A (); isolated from the ascidians and , and collected at different sites in New Zealand, were investigated by two methods: Exciton coupled electronic circular dichroism (EC ECD) of the corresponding ,-dibenzoyl derivative ; and chiral reagent derivatization of with ()- and ()-α-methoxyphenylacetic acid (MPA), followed by ¹H-NMR analysis. Configuration and optical purity of (%ee) was found to vary depending on the geographic distribution of ascidian colonies. An improved method for preparing ,-diarenoyl derivatives of was optimized. The EC ECD method was found to be complementary to the MPA-NMR method at different ranges of %ee.

摘要

从新西兰不同地点采集的 和 中分离得到的海洋生物 ,对其 ()-二苯甲酰衍生物的相应 ,-二酮的外消旋电子圆二色性(ECD)和与()-和()-α-甲氧基苯乙酸(MPA)衍生化后的 ¹H-NMR 分析,研究了 ()-二苯甲酰衍生物的构型和光学纯度(%ee)。发现 的构型和光学纯度(%ee)随附着的海鞘群体的地理分布而变化。优化了一种制备 ,-二芳酰衍生物的改进方法。发现 ECD 方法在不同的 %ee 范围内与 MPA-NMR 方法互补。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f5ae/6337674/51a109ce6852/molecules-24-00090-g001.jpg

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