610314-57-3

Upstream product

• 610314-63-1 N-(2,2-di(ethoxycarbonyl)vinyl)-4-O-mesyl-2,3-O-(4-methoxybenzylidene)-β-L-rhamnopyranosylamine 
• 678142-31-9 N-(2,2-di(ethoxycarbonyl)vinyl)-2,3-O-(4-methoxybenzylidene)-β-L-rhamnopyranosylamine 
• 22435-67-2 N-(2,2-diethoxycarbonylvinyl)-β-L-rhamnopyranosylamine 
• 678142-33-1 2,3-di-O-benzoyl-N-(2,2-di(ethoxycarbonyl)vinyl)-4-O-mesyl-β-L-rhamnopyranosylamine 
• 678142-32-0 N-(2,2-di(ethoxycarbonyl)vinyl)-4-O-mesyl-β-L-rhamnopyranosylamine 

Downstream Products

• 678142-34-2 (2R,3R,4S,1'S)-3,4-dihydroxy-2-(1'-hydroxyethyl)pyrrolidine 

Relevant academic research and scientific papers

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.