33639-74-6

Upstream product

• 67-56-1 methanol 
• 167612-35-3 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 14687-15-1 methyl L-fucopyranoside 
• 65310-00-1 (3S,4R,5S,6S)-2-methoxy-6-methyltetrahydro-2H-pyran-3,4,5-triol 
• 73-34-7 6-deoxy-L-galactose 
• 65518-53-8 methyl 2,3,4-tri-O-benzyl-6-O-tosyl-α-D-mannopyranoside 
• 34212-64-1 methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 51842-18-3 methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 131089-34-4 3-O-benzoyl-6-O-(t-butyldiphenyl)silyl-α-D-mannopyranoside 
• 186540-03-4 tert-Butyl-diphenyl-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-silane 
• 291753-79-2 methyl 2,3,4-tri-O-benzyl-6-deoxy-6-iodo-α-D-manno-pyranoside 

Downstream Products

• 183805-39-2 (2S,3R,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-(2-bromo-allyl)-6-methyl-tetrahydro-pyran 
• 83562-59-8 1-O-acetyl-2,3,4-tri-O-benzyl-α-L-fucopyranose 
• 146815-26-1 1-O-acetyl-2,3,4-tri-O-benzyl-β-L-fucopyranose 
• 33639-75-7 2,3,4-tri-O-benzyl-6-deoxy-α-L-galactopyranose 
• 162118-38-9 (3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-ol 
• 144668-21-3 (3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one 
• 603962-00-1 2,3,4-tri-O-benzyl-α-D-rhamnopyranose 
• 15814-59-2 (2S,3S,4S,5S,6R)-2-methoxy-6-methyltetrahydro-2H-pyran-3,4,5-triol 

Relevant academic research and scientific papers

CARBOHYDRATE PHOSPHONATE DERIVATIVES AS MODULATORS OF GLYCOSYLATION

Compounds of Formula (I) are useful as modulators of glycosylation. Compounds of Formula (I) have the following structure: (I) and the definitions of the other variables are provided herein.

Mannose-binding geometry of pradimicin A

Pradimicins (PRMs) and benanomicins are the only family of non-peptidic natural products with lectin-like properties, that is, they recognize D-mannopyranoside (Man) in the presence of Ca2+ ions. Coupled with their unique Man binding ability, t

β-Rhamnosides from 6-thio mannosides

Upon condensation of 6-thio-6-deoxy-mannosyl donors 1,2-cis products are obtained with a high degree of stereoselectivity. Subsequent reductive removal of the 6-thio functionality gives 1,2-cis rhamnosides. The 1,2-cis-selectivity can be rationalized with

Preparation and Characterization of Branched β-Cyclodextrins Having α-L-Fucopyranose and a Study of Their Functions

Three positional isomers of 61,6 n -di-O-(α-L-fucopyranosyl)- β-cyclodextrin [61,6 n -di-O-(α-L- Fuc)-βCD, n = 2-4] were chemically synthesized by using the corresponding authentic compounds, 61,6 su

Control of disaccharide conformation by π-stacking

The conformations of a series of derivatives of the disaccharide α-L-fucopyranosyl-(1→3)-2-acetamido-2-deoxy-D-glucopyranoside, part of the Lex determinant, were studied by molecular modelling using the MM3* forcefield and by 1H NMR spectroscopy. Unusually shielded O- benzyl protons were observed in the 1H NMR spectrum of phenyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1→3)- 2-deoxy-2-phthalimido-1-thio-α-D-glucopyranoside and assigned to the 2-O-benzyl group. This observation was explained by a shift in the population of the conformational mixture present about the glycosidic linkage from the positive Ψ region in the unsubstituted disaccharide to the negative Ψ region induced by π-stacking between the phthalimide and the 2-O-benzyl phenyl ring. The experimental nuclear Overhauser enhancements confirm the accuracy of the calculations.

SYNTHESIS OF (1->1)-BONDED RHAMNOPYRANOSYL-RHAMNOPYRANOSIDES CONTAINING L,L AND L,D BUILDING-STONES. HIGH-FIELD 1H- AND 13C-NMR SPECTROSCOPIC STUDIES ON THE CONFORMATION OF THE INTERGLYCOSIDIC BONDS

Rhamnosylation of 2,3,4-tri-O-acetyl-L- (1) and 2,3,4-tri-O-benzyl-D-rhamnopyranose (9) with α-acetobromo-L-rhamnose resulted in fully protected α-L, α-L-, α-L, β-L-, α-D,α-L-, and β-D,α-L-rhamnopyranosyl-rhamnopyranosides.The signal of the anomeric carbo