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Carbohydr Res ; 536: 109023, 2024 Feb.
Article in English | MEDLINE | ID: mdl-38242070

ABSTRACT

This paper describes a unified approach toward diglycosylamines using methanolic ammonia. All the glycosylamines prepared have been fully characterized, and their anomeric configuration has been determined. The article presents a novel method for the N-acylation of diglycosylamines and other electron-poor glycosylamines, which employs nitromethane as a solvent in carboxylic anhydride acylation under acidic conditions. The feasibility of this transformation is represented by a wide range of reaction substrates. All glycosylamides are formed solely with ß-configuration. These two reactions constitute a simple and effective route to the synthesis of a novel class of compounds with an N-glycosidic linkage.


Subject(s)
Electrons , Glycosides , Glycosylation , Solvents , Acylation
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