Synthesis and reactions of Biginelli compounds, part 19 - X-ray structure, conformational analysis, enantioseparation, and determination of absolute configuration of the mitotic kinesin Eg5 inhibitor monastrol

被引：194

作者：

Kappe, CO

Shishkin, OV

Uray, G

Verdino, P

机构：

[1] Karl Franzens Univ Graz, Inst Chem, A-8010 Graz, Austria

[2] Natl Acad Sci Ukraine, STC Inst Single Crystals, Dept Alkali Halide Crystals, UA-310072 Kharkov, Ukraine

来源：

TETRAHEDRON | 2000年 / 56卷 / 13期

基金：

奥地利科学基金会;

关键词：

Biginelli reactions; enantiomeric purity; circular dichroism; conformation;

D O I：

10.1016/S0040-4020(00)00116-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The conformational features of the mitotic kinesin Eg5 inhibitor monastrol were investigated by computational (AM1, HF/3-21G*), X-ray diffraction, and NMR studies showing that monastrol is a conformationally highly flexible molecule. Racemic monastrol was resolved by direct enantioselective HPLC and thr absolute configuration of the first eluting (S)-(+) enantiomer was established by CD spectroscopy. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：1859 / 1862

页数：4

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