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3-Amino-3-deoxy- and 4-amino-4-deoxyhexoses in the synthesis of natural carbohydrate compounds and their analogues

Authors :
Yury E. Tsvetkov
Olga N. Yudina
Nikolay E. Nifantiev
Source :
Russian Chemical Reviews. 90:171-198
Publication Year :
2021
Publisher :
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii, 2021.

Abstract

The review considers general methods for the preparation of 3-amino-3-deoxy- and 4-amino-4-deoxyhexoses and their derivatives, including nitromethane condensation, reduction of 3- and 4-hexosulose oximes, epoxide opening with an azide ion, and nucleophilic substitution of sulfonates. The use of amino sugars of this type in the synthesis of natural carbohydrate-containing compounds and their analogues, including aminoglycoside antibiotics, glycosidase inhibitors, substrate analogues and inhibitors of glycan biosynthesis, galectin inhibitors, etc. is described. The bibliography includes 89 references.

Details

ISSN :
14684837 and 0036021X
Volume :
90
Database :
OpenAIRE
Journal :
Russian Chemical Reviews
Accession number :
edsair.doi...........4ad654e18b8b4c29c29191c422d35171
Full Text :
https://doi.org/10.1070/rcr4974