Holme, Kevin R. published the artcileN-[2-(Glycosyloxy)ethyl]chitosan derivatives. Part I. Preparation and characterization of N-[2-(glycosyloxy)ethyl]chitosan derivatives., Name: (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, the main research area is chitosan glycosyloxyethyl preparation water solubility; glycosyloxyethylchitosan preparation water solubility; allyl glycoside preparation carbon proton NMR; ozonolysis allyl glycoside; reduction alkylation chitosan oxoethyl formylmethyl glycoside.
Allyl glycosides of 8 simple sugars were prepared and characterized, including 1H- and 13C-NMR assignments. Formylmethyl glycosides, obtained by reductive ozonolysis of the allyl glycosides, were reductively N-alkylated to chitosan with typical yields of 80%. The glycosides of α- and β-D-glucopyranose, α- and β-D-galactopyranose, 2-acetamido-2-deoxy-α- and β-D-glucopyranose, β-D-glucuronic acid, and β-lactose were incorporated by this method. The degree of substitution (d.s.) of the products was controlled by varying the molar ratio of glycoside to free amine groups of chitosan by between 0.5 and 3.0. Derivatives of degree of substitution > 0.3 were typically water soluble, and compounds of higher d.s. generally gave less-viscous aqueous solutions Assignment of 13C-NMR chem. shifts verified the structure of these derivatives The linewidths of the branch resonances (5-100 Hz) provided qual. information about the relationship between d.s. and branch mobility. The resonances of high-d.s. products were narrower and more intense than analogous low-d.s. derivatives The chitosan resonances of the backbone were generally broader (50-200 Hz) and less intense, and as a result were difficult to assign fully.
Carbohydrate Research published new progress about Carbohydrates Role: SPN (Synthetic Preparation), PREP (Preparation). 2595-07-5 belongs to class alcohols-buliding-blocks, name is (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C9H16O6, Name: (2R,3R,4S,5R,6R)-2-(Allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol.
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