113000-70-7

Upstream product

• 98260-65-2 methyl 5,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-L-gulofuranoside 
• 501-53-1 benzyl chloroformate 
• 16895-87-7 methyl-3-O-benzyl-α-D-glucofuranoside-5,6-carbonate 
• 22529-61-9 (1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol 
• 100-39-0 benzyl bromide 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 98260-61-8 methyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-5-O-methanesulphonyl-α-D-mannofuranoside 
• 98260-62-9 methyl 3-O-benzyl-2-O-trifluoromethanesulphonyl-α-D-glucofuranoside-5,6-carbonate 
• 98260-60-7 methyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-α-D-mannofuranoside 
• 98260-63-0 methyl 2-azido-3-O-benzyl-2-deoxy-α-D-mannofuranoside-5,6-carbonate 
• 98260-64-1 methyl 2-azido-3-O-benzyl-2-deoxy-α-D-mannofuranoside 
• 18685-18-2 3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose 
• 16895-86-6 3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose-5,6-carbonate 

Relevant academic research and scientific papers

Methyl 2-azido-3-O-benzyl-2-deoxy-α-D-mamnofuranoside as a divergent intermediate for the synthesis of polyhydroxylated piperidines and pyrrolidines: synthesis of 2,5-dideoxy-2,5-imino-D-mannitol [2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrrolidine]

The synthesis of methyl 2-azido-3-O-benzyl-2-deoxy-α-D-mannofuranoside (1) from D-glucose is reported; the conversions of (1) into derivatives of methyl 3-O-benzyl-2,6-dideoxy-2,6-imino-α-D-mannofuranoside (as precursors for the synthesis of polyhydroxylated piperidines) and into the hydroxylated pyrrrolidine, 2,5-dideoxy-2,5-imino-D-mannitol [2R,5R-dihydroxymethyl-3R,4R-dihydroxypyrrolidine] are described.