6207-46-1

Upstream product

• 35526-05-7 6-O-benzyl-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 107-18-6 allyl alcohol 
• 100-39-0 benzyl bromide 
• 48149-72-0 (2S,3R,4S,5R,6R)-2-Allyloxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 35526-05-7 6-O-benzyl-1,2-3,4-di-O-isopropylidene-D-galactopyranoside 
• 110319-61-4 1,2:3,4-di-O-isopropylidene-β-D-galactopyranose 
• 10257-28-0 D-Galactose 

Downstream Products

• 6207-47-2 allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranoside 
• 73108-36-8 allyl 6-O-benzyl-3,4-O-benzylidene-α-D-galactopyranoside 
• 73108-37-9 allyl 6-O-benzyl-3,4-O-benzylidene-α-D-galactopyranoside 

Relevant academic research and scientific papers

One-pot synthesis of orthogonally protected sugars through sequential base-promoted/acid-catalyzed steps: A solvent-free approach with self-generation of a catalytic species

A varied set of solvent-free, one-pot synthetic sequences were developed to carry out the orthogonal protection of saccharide polyols. These sequences are composed of an initial regioselective benzylation, silylation or iodination (under mildly basic cond

C-Glycosyl amino acids through hydroboration-cross-coupling of exo-glycals and their application in automated solid-phase synthesis

O-Glycosylation is one of the most important post-translational modifications of proteins. The attachment of carbohydrates to the peptide backbone influences the conformation as well as the solubility of the conjugates and can even be essential for binding to specific ligands in cell-cell interactions or for active transport over membranes. This makes glycopeptides an interesting class of compounds for medical applications. To enhance the long-term availability of these molecules in vivo, the stabilization of the glycosidic bond between the amino acid residue and the carbohydrate is of interest. The described modular approach affords β-linked C-glycosyl amino acids by a sequence of Petasis olefination of glyconolactones, stereoselective hydroboration and a mild B-alkyl-Suzuki coupling reaction. The coupling products were transformed to C-glycosyl amino acid building-blocks suitable for solid-phase synthesis and successfully incorporated into a partial sequence of the tumor-associated MUC1-glycopeptide. The resulting C-glycopeptides are candidates for the development of long-term stable mimics of O-glycopeptide vaccines. Copyright

Diastereoselective Bromination of Allyl Glycosides Using Tetrabutylammonium Tribromide

Both (R) and (S)-2,3-dibromo-1-propanol with e.e. up to 60percent have been obtained by diastereoselective addition of Br2 to allyl glucosides and galactosides having only one unprotected hydroxyl group at C-2 or C-6 using tetrabutylammonium tribromide, followed by hydrolysis.The absolute configuration is shown to depend on the position of the free hydroxyl and on the configuration at the anomeric centre.