444911-54-0

Upstream product

• 189996-60-9 2,3-O-isopropylidene-D-erythrose 
• 622-30-0 N-benzyl hydroxylalmine 
• 29601-98-7 N-benzylhydroxylamine hydrochloride 

Downstream Products

• 595559-81-2 (2R,3S,4R)-4-N-benzylhydroxylamino-2,3-O-isopropylidene-4-(2-thiazolyl)-1,2,3-butanetriol 
• 643013-28-9 dimethyl (3R,4S,5R)-2-[(3aR,4R,6aR)-tetrahydro-2,2-dimethyl-3-phenylfuro[3,4-d][1,3]dioxol-4-yl]isoxazolidine-4,5-dicarboxylate 
• 595559-94-7 (2R,3S,4R)-4-benzylamino-2,3-O-isopropylidene-4-(2-thiazolyl)-1,2,3-butanetriol 
• 595559-96-9 (2R,3S,4S)-4-benzylamino-2,3-O-isopropylidene-5-vinyl-1,2,3-pentanetriol 
• 595559-83-4 (2R,3S,4S)-4-N-benzylhydroxylamino-2,3-O-isopropylidene-5-vinyl-1,2,3-pentanetriol 
• 444911-56-2 (3aR,4R,6aR)-tetrahydro-2,2-dimethyl-N-(phenylmethylene)furo[3,4-d]-1,3-dioxol-4-amine N-oxide 

Relevant academic research and scientific papers

Preparation of N-Glycosylhydroxylamines and Their Oxidation to Nitrones for the Enantioselective Synthesis of Isoxazolidines

N-benzyl- and N-methyl-N-glycosylhydroxylamines 3a-i were conveniently obtained by reaction of sugars with N-substituted hydroxylamines according to a novel procedure. Subsequent oxidation occurred at the alkyl group, selectively affording the correspondi

A convenient synthesis of iminosugar-C-glycosides via organometallic addition to N-benzyl-N-glycosylhydroxylamines

N-Benzyl-N-glycosylhydroxylamines were prepared in very good yield via condensation of furanoses and pyranoses with N-benzylhydroxylamine at 110°C for 30 min under solvent-free conditions. These anomeric sugar-hydroxylamines exist in equilibrium with the

Practical synthesis of N-alkyl-N-glycosylhydroxylamines, multitalented precursors of enantiomerically pure nitrones

A practical synthesis of N-benzyl-N-glycosylhydroxylamines 3 (R=CH2Ph) is reported. The ability of these compounds to act as versatile synthetic intermediates is demonstrated by their oxidation followed by cycloaddition to N-glycosyl isoxazolidines and by the novel direct cycloaddition as masked acyclic, highly functionalized chiral nitrones.