Synthesis of Sugar Isocyanates and Their Application to the Formation of Ureido‐Linked Disaccharides

Abstract

Keywords: Isocyanates / Ureas / UreidosugarsThe present work describes a facile and practical route to carbohydrate-based isocyanates, a reactive and appealing family of chiral heterocumulenes, wich can be easily converted into disaccharides and pseudodisaccharides interconnected by urea moieties. A full characterization of these sub-

Monomers and Macromonomers from Renewable Resources

“…Furthermore, the preparation of a novel carbohydrate lactone and its ring -opening polymerization were shown to yield a functionalized cyclic aliphatic polyester [24] . A very thorough study of the synthesis of sugar monoisocyanates [25] , aimed at preparing ureido -linked disaccharides, should inspire polymer chemists to extend it to diisocyanate homologs.…”

“…24 The epoxydation of methyl linolenate by performic acid 25. Hydroxylated and acrylated derivative of epoxidized soy oil.…”

Synthesis and Antimicrobial Activity of Carbohydrate Based Schiff Bases: Importance of Sugar Moiety

“…Schiff bases and their metal complexes have several applications as catalysts in oxygenations, hydrolysis, and other reactions, antimicrobial and antiviral activities, among other applications [15][16][17]. Preparation of 4-anisaldehyde and cinnamaldehyde glucosamine imines and their acetylated derivatives is usually used as a convenient strategy for selective protecting of the amino group of the aminosugar [11,18,19].…”

Solvent-Free Michael Addition Between EMME and Secondary Amine under Focused Microwave Irradiation

“…6 In the case of the Michael addition reactions between aminoalditol and EMME, the reaction times usually take more than 24 hr under basic conditions in methanol solvent during the synthesis of carbohydrate-based molecules. 7 As well as using toxic solvents, in some cases, 54 hour of reaction time is necessary for the Michael addition between primary amine such as tryptamine and EMME for the synthesis of 4-quinolone derivatives which are closely related to brain GABA A receptors. 8 In recent years a tremendous number of scientifically focused microwave enhanced organic reactions have attracted a considerable growing interest.…”