853646-67-0

Upstream product

• 16758-34-2 1-thiophenyl-β-D-galactopyranoside 

Downstream Products

• 1271132-13-8 benzyl 2,4-di-O-benzyl-α-D-galactopyranosyluronate-(1->3)-tert-butyldiphenylsilyl 4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-β-D-galactopyranoside 
• 1271132-15-0 benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-tert-butyldiphenylsilyl 4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-β-D-galactopyranoside 
• 1271132-50-3 benzyl 2,4-di-O-benzyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-α-D-galactopyranosyl-(1->3)-1,2-di-O-benzyl-sn-glycerol 
• 1271132-47-8 2,4-di-O-benzyl-α-D-galactopyranosiduronyl-3,6-lactone-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-α-D-galactopyranosyl-(1->3)-1,2-di-O-benzyl-sn-glycerol 
• 1271132-11-6 2,4-di-O-benzyl-α-D-galactopyranosiduronyl-3,6-lactone-(1->3)-tert-butyldiphenylsilyl 4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-β-D-galactopyranoside 
• 1271132-29-6 2,4-di-O-benzyl-α-D-galactopyranosiduronyl-3,6-lactone-(1->3)-1,2-di-O-benzyl-sn-glycerol 
• 853646-80-7 methyl 2-(N-benzyloxycarbonyl)amino-3,6-di-O-benzyl-2-deoxy-4-(2,4-di-O-benzyl-α-D-galactopyranosidurono-6,3-lactone)-α-D-glucopyranoside 

Relevant academic research and scientific papers

Galacturonic acid lactones in the synthesis of all trisaccharide repeating units of the zwitterionic polysaccharide Sp1

A modular approach toward the synthesis of all possible trimer repeating units of the type 1 capsular polysaccharide of Streptococcus pneumonia, Sp1, is described. This zwitterionic polysaccharide is built up from trisaccharide repeats, which in turn are composed of two galacturonic acid monomers and a 2,4,6-trideoxy-4-amino-2-acetamido-D-galactose moiety. All monomeric constituents are linked through cis-glycosidic bonds. To overcome the difficulty associated with the efficient stereoselective introduction of the R-galacturonic acid bonds, we have employed galacturonic acid-[3,6]-lactone building blocks. Not only did these building blocks perform well when used as donor galactosides, they were also shown to be reactive acceptor glycosides when equipped with a free hydroxyl function. All three frame-shifted trimer repeats were constructed via highly stereoselective glycosylation reactions, with one exception. The epimeric mixture of trisaccharides, formed in the nonselective glycosylation event, could be readily separated after global deprotection using high performance anion exchange chromatography (HPEAC).

Preparation of 1-thio uronic acid lactones and their use in oligosaccharide synthesis

(Chemical Equation Presented) The chemo- and regioselective TEMPO/BAIB-mediated oxidation of 2,6- and 3,6-dihydroxy 1-thio glycopyranosides to the corresponding 1-thio uronic acid lactones is described. These locked 1-thio glycuronides can directly be use