910033-59-9

Upstream product

• 862281-53-6 (E/Z)-5,6-dideoxy-2,3,4-tri-O-benzoyl-D-xylo-hex-5-enose oxime 
• 131566-71-7 2,3,4-Tri-O-benzoyl-5,6-dideoxy-D-xylo-hex-5-enose 
• 34340-06-2 methyl 6-deoxy-6-iodo-2,3,4-tri-O-benzoyl-α-D-glucopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 5155-46-4 methyl 6-iodo-6-deoxy-α-D-glucopyranoside 

Downstream Products

• 862281-55-8 (2S,3S,4R)-2,3,4-tris(benzoyloxy)-N-(furan-2-ylmethylene)hex-5-en-1-amine oxide 

Relevant academic research and scientific papers

Single diastereomers of polyhydroxylated 9-Oxa-1-azabicyclo[4.2.1]nonanes from intramolecular 1,3-dipolar cycloaddition of ω-unsaturated nitrones

8-Benzyloxymethyl-3,4,5-tribenzoyloxy-9-oxa-1-azabicyclo[4.2.1]nonane has been prepared as the single diastereoisomer 8 from an intramolecular 1,3-dipolar cycloaddition involving 2-(benzyloxy)acetaldehyde and ω-unsaturated hydroxylamine 7 derived from methyl α-D-glucopyranoside. The analogous 8-methoxycarbonyl 9-oxa-1-azabicyclo[4.2.1]nonane was afforded in a similar manner, from methyl D-galactopyranoside and methyl glyoxylate, as a 3:1 mixture of diastereoisomers 15 and 16. When conducted in achiral ionic liquid 17 this ratio increased to 8:1, and in chiral ionic liquid 18, compound 15 was formed exclusively.

An intramolecular 1,3-dipolar cycloaddition reaction towards the synthesis of chiral azetidine nucleoside analogues: The D-gluco case

The diastereoselective intramolecular 1,3-dipolar cycloaddition reaction of unsaturated nitrones, derived from methyl α-D-glucopyranoside with 2-furaldehyde and 2-(benzyloxy)acetaldehyde has been studied. In our pevious studies with 2-furaldehyde, the cyc

Intramolecular 1,3-dipolar cycloaddition of unsaturated nitrones derived from methyl α-d-glucopyranoside

The intramolecular 1,3-dipolar cycloaddition of unsaturated nitrones derived from methyl α-d-glucopyranoside with 2-furaldehyde has been studied. This cycloaddition was found to afford three 9-oxa-1-azabicyclo[4.2.1] nonane diastereomers in a 3:1:1 ratio