914451-11-9

Upstream product

• 97-30-3 methyl D-galactopyranoside 
• 774-48-1 (diethoxymethyl)benzene 
• 914455-48-4 6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 
• 914451-05-1 methyl 6-bromo-6-deoxy-2,3,4-tri-O-benzoyl-D-galactopyranoside 

Downstream Products

• 914451-13-1 C₃₀H₂₇NO₉ 
• 914451-12-0 C₂₇H₂₅NO₇ 

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.

Investigation of 1,3-dipolar cycloaddition reactions of unsaturated nitrones in ionic liquids

The effect of the media (achiral and chiral ionic liquids) on the stereochemistry of intramolecular 1,3-dipolar cycloaddition reactions of D-galactose-derived ω-unsaturated nitrones, leading to bicyclic isoxazolidines, has been investigated. Copyright Tay