NMR study on 9-S and 9-R oxirane derivatives of ascomycin

被引：5

作者：

Baumann, K ^{[1
]}

Högenauer, K ^{[1
]}

Schulz, G ^{[1
]}

Steck, A ^{[1
]}

机构：

[1] Novartis Res Inst GesMBH, A-1235 Vienna, Austria

来源：

MAGNETIC RESONANCE IN CHEMISTRY | 2002年 / 40卷 / 07期

关键词：

NMR; H-1; C-13; signal assignment; ascomycin derivatives; oxirane; configuration; ketone-hemiketal equilibrium; amide bond conformation;

D O I：

10.1002/mrc.1044

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Structure elucidation of 9-S and 9-R oxirane derivatives of ascomycin, a 23-membered immunomodulating macrolactam, was performed using NMR spectroscopy. The total H-1 and C-13 signal assignments required the gradient-selected versions of COSY (gs-COSY), heteronuclear multiple quantum-correlation spectroscopy (gs-HSQC), heteronuclear multiple-bond correlation spectroscopy (gs-HMBC), and nuclear Overhauser methods. The data sets then were used to examine the dependence of ketone-hemiketal and cis-trans amide equilibria on the substitution pattern and the absolute configuration of the chiral oxirane. Copyright (C) 2002 John Wiley Sons, Ltd.

引用

页码：443 / 448

页数：6

共 28 条

[1] SYNTHESIS AND OXIDATIVE CLEAVAGE OF THE MAJOR EQUILIBRIUM PRODUCTS OF ASCOMYCIN AND FK-506 [J].