912344-33-3

Upstream product

• 912344-29-7 (E)-4-(tetra-O-benzyl-α-D-galactopyranosyl)-1-(thiazol-2-yl)but-2-en-1-one 
• 149070-69-9 methyl (R)-(ethenyloxy)(phenyl)acetate 
• 25878-60-8 D-galactose pentaacetate 
• 100-39-0 benzyl bromide 
• 167702-71-8 methyl (S)-(ethenyloxy)(phenyl)acetate 
• 133697-14-0 2,6-anhydro-7,8,9-trideoxy-D-glycero-L-galacto-non-8-enitol 
• 450370-39-5 3-((2R,3S,4R,5S,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)propanal 
• 82659-55-0 3-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)prop-1-ene 
• 201279-58-5 1-deoxy-1-allyl-2,3,4,6-tetra-O-acetyl-D-galactopyranoside 

Relevant academic research and scientific papers

Stereoselective preparation of 2,3-dideoxy-3-C-[(α-D- galactopyranosyl)methyl]-D-arabino-hexopyranose and 2,3-dideoxy-3-C-[(α-D- galactopyranosyl)methyl]-L-arabino-hexopyranose

The diastereomeric substituted 2H-dihydropyran derivatives 2b and 3b were obtained by the stereoselective cycloaddition of (E)-4-(tetra-O-benzyl-a-D- galactopyranosyl)-1-(thiazol-2-yl)but-2-en-1-one (1) with either of the enantiomeric chiral vinyl ethers (R)-4 or (S)-4. Reduction of the ester group, transformation of the thiazole ring into an aldehyde group and reaction with an excess of borane afforded the final C-(1→3)-disaccharide structures. The obtained C-(1→3)-disaccharides, containing an L- or D-deoxy-arabino- hexopyranose moiety at the reducing end, were characterized as peracetylated methyl glycosides 9a, 9b and 12a, 12b.

Stereoselective preparation of precursors of α-C-(1→3)- disaccharides

The stereoselectivity of cycloaddition of sugar-containing substituted 1-(thiazol-2-yl)but-2-en-1-ones 1 and vinyl ethers was studied using the achiral vinyl ether/chiral catalyst as well as the chiral vinyl ether/achiral catalyst combinations. It has bee