610314-52-8

Upstream product

• 75-08-1 ethanethiol 
• 610314-51-7 1,4-anhydro-2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-6-O-(4-methoxybenzyl)-β-D-glucopyranosylamine 
• 22435-63-8 N-(2,2-diethoxycarbonylvinyl)-β-D-glucopyranosylamine 
• 678142-27-3 2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4-O-mesyl-6-O-(4-methoxybenzyl)-β-D-glucopyranosylamine 
• 678142-24-0 N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine 
• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 678142-26-2 2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-6-O-(4-methoxybenzyl)-β-D-glucopyranosylamine 
• 678142-25-1 2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosylamine 

Relevant academic research and scientific papers

Stereoselective synthesis of azasugar thioglycosides

Bicyclic (2-oxapyrrolizidines) and monocyclic (piperidine) azasugar ethyl thioglycosides, a new type of azasugar derivative, are stereoselectively prepared from suitable glycosylenamines, through anhydroazasugar derivatives.

Anhydroazasugars as key intermediates in the stereocontrolled preparation of azasugars and their ethyl thioglycosides

Bicyclic azasugar thioglycosides, a new type of azasugar and alkaloid derivative, are stereoselectively prepared from easily available glycosylenamines (D-gluco and L-rhamno configurations), via 1,4-anhydroazasugar derivatives. Polyhydroxylated pyrrolidines (nonreducing pyrrolidine azasugars) are also prepared by reduction with sodium cyanoborohydride of the same 1,4-anhydroazasugars. The stereochemical assignments of the new stereogenic centres are based on NMR experiments, including a study of the interproton distances from quantitative treatment of NOE data and molecular modeling.