Synthesis of 2''-acylamido derivatives of 2''-amino-5,2''-dideoxy-5-epi-5-fluorodibekacin and a study on the structures of 5-fluorinated dibekacin analogs by C-13 NMR

被引：6
|
作者：
Kuwahara, R [1 ]
Tsuchiya, T [1 ]
机构：
[1] INST BIOORGAN CHEM,NAKAHARA KU,KAWASAKI,KANAGAWA 211,JAPAN
来源：
CARBOHYDRATE RESEARCH | 1997年 / 299卷 / 04期
关键词：
5-fluorinated dibekacin; 2''-acylamidation; C-13 chemical shift; F-O distance;
D O I：
10.1016/S0008-6215(97)00031-1
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Several 2 ''-amino-2 ''-deoxy and 2 ''-acylamido-2 ''-deoxy derivatives (15-21) of 5-deoxy-5-epi-5-fluorodibekacin have been prepared, introducing the 2 ''-NH2, up via oxidation-methoxyimination-reduction processes. The C-4 and C-6 chemical shifts in the C-13 NMR spectra of several 5-fluorinated kanamycin analogs have been studied, and the difference in shifts was explained on the basis of F-5-O-4 and F-5-O-6 distances estimated by MOPAC93/PM3 calculations on related model compounds. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码：271 / 279
页数：9
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