211677-97-3

Upstream product

• 100-39-0 benzyl bromide 
• 125760-22-7 p-methylphenyl 2-deoxy-2-azido-1-thio-β-D-galactopyranoside 
• 106-45-6 para-thiocresol 
• 67673-39-6 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide 
• 211801-76-2 p-methylphenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-α/β-D-galactopyranoside 
• 84278-00-2 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose 

Downstream Products

• 211677-98-4 2-(trimethylsilyl)ethyl (2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranoside 
• 79781-71-8 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl bromide 
• 79781-69-4 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranose 

Relevant academic research and scientific papers

Application of 2-azido-2-deoxythioglycosides for β-glycoside formation and oligosaccharide synthesis

Most natural 2-acetamido-2-deoxyglycosides exist in a 1,2-trans-β- glycosidic configuration. This study investigated the use of 2-azido-2-deoxythioglycosides for 1,2-trans-β-glycosidic bond formation under low-concentration glycosylation conditions. Furth

Regioselective benzylation of azido-containing monosaccharides

A regioselective benzylation or p-methoxybenzylation of diols in azido-containing monosaccharide derivatives was reported, and the reaction was performed under the conventional reaction conditions (NaH/BnBr in DMF). The hydroxyl functionality adjacent to the azido group was benzylated selectively in good yields. Georg Thieme Verlag Stuttgart.

Anomeric reactivity-based one-pot oligosaccharide synthesis: A rapid route to oligosaccharide libraries

The assembly of an oligosaccharide library has been achieved in a practical and efficient manner employing a one-pot sequential approach. With the help of the anomeric reactivity values of thioglycosides, using a thioglycoside (mono- or disaccharide) with one free hydroxyl group as acceptor and donor coupled with another fully protected thioglycoside, a di- or trisaccharide is selectively formed without self-condensation and subsequently reacted in situ with an anomerically inactive glycoside (mono- or disaccharide) to form a tri- or tetrasaccharide in high overall yield. The approach enables the rapid assembly of 33 linear or branched fully protected oligosaccharides using designed building blocks. These fully protected oligosaccharides have been partially or completely deprotected to create 29 more structures to further increase the diversity of the library.

Synthesis of some amino and carboxy analogs of galabiose; evaluation as inhibitors of the pilus protein PapG(J)96 from Escherichia coli

The 2'-amino-2'-deoxy, 6-amino-6-deoxy, and 6-carboxy analogs of the reference inhibitor 2(trimethylsilyl)ethyl (α-D-galactopyranosyl)-(1→4)- β-d-galactopyranoside were synthesized and evaluated as inhibitors of the binding of the Escherichia coli-derived pilus protein PapG(J96), using an ELISA assay. The inhibitory efficiencies (K(rel); relative to the reference inhibitor) were: 157, 13, and 8, respectively. The results support the previously proposed combining site model, where the protein carries a negatively charged amino acid residue near HO-2' and HO-6 of the galabioside.