180404-49-3

Upstream product

• 103-72-0 phenyl isothiocyanate 
• 16848-19-4 1,2,5,6-di-O-isopropylidene-3-deoxy-3-amino-α-D-glucofuranoside 

Relevant academic research and scientific papers

Synthesis and stereoelectronic properties of sugar-shaped polyhydroxylated hexahydropyrimidine-2-thiones

The reactivity and conformations in water solution of polyhydroxylated hexahydropyrimidine-2-thiones structurally related to biologically active nonulosonic acids and azaoctitols, obtained by intramolecular cyclization of sugar-derived μ-oxothioureas, have been investigated. The total preference for the axial orientation of the pseudoanomeric C - O bond and the high tendency to undergo acid-promoted intramolecular glycosylation are interpreted in terms of stabilizing hyperconjugative interactions in both the aminoketalic derivatives and the reactive azacarbenium cations. Moreover, repulsion between lone pairs and vicinal C - H bonds leads to a preference for structures bearing axial α-carbon substituents. The present results provide strong experimental evidence for the predominance of molecular orbital over electrostatic interactions in the stereoelectronic properties of these systems.

MONOSACCHARIDE DERIVATIVES

The present invention relates to monosaccharide derivatives as anti-inflammatory agents. The compounds disclosed herein can be useful for inhibition and prevention of inflammation and associated pathologies including inflammatory and autoimmune diseases s

Influence of intramolecular hydrogen-bonding on the conformation of 3-deoxy-3-thioureido sugars

3-Deoxy-3-thioureido derivatives of 1,2:5,6-di-O-isopropylidene-α-D-allofuranose and 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose were prepared, and their conformational properties in chloroform-d solutions were studied by temperature variable 1H NMR spe

Tautomeric rearrangement of 3-deoxy-3-thioureidoaldoses: a novel synthetic route to carbohydrate mimics having a cyclic thiourea structure

Cyclic thiourea glycomimetics structurally realted to 3-deoxy-2-nonulosonic acids (KDNs) and 1,5-dideoxy-1,5-iminooctitols (azaoctitols) have been prepared by tautomeric rearrangement of 3-deoxy-3-thioureidoaldohexoses; the conformational properties of these compounds are governed by stereoelectronic requirements, mainly the anomeric effect.