1226524-10-2

Upstream product

• 84278-00-2 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose 
• 68733-26-6 2-deoxy-2-azidogalactopyranose 
• 1772-03-8 D-(+)-galactosamine hydrochloride 
• 197663-12-0 phenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thiol-D-galactopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 197663-19-7 phenyl-2-azido-2-deoxy-1-thio-D-galactopyranoside 

Downstream Products

• 675876-42-3 (2S,3R,4R,5R,6R)-3-Azido-5-benzyloxy-6-hydroxymethyl-2-phenylsulfanyl-tetrahydro-pyran-4-ol 
• 1400562-36-8 phenyl 2-azido-6-O-benzyl-3,4-di-O-chloroacetyl-2-deoxy-1-thio-β-D-galactopyranoside 

Relevant academic research and scientific papers

Synthesis of the tumor associative α-aminooxy disaccharide of the TF antigen and its conjugation to a polysaccharide immune stimulant

The α-aminooxy derivative of the Thomsen-Friedenriech tumor associated carbohydrate antigen has been synthesized in 11 steps utilizing a d-GalN3 acceptor carrying a pre-installed α-N- hydroxysuccinimidyl moiety. The natural α linkage was prepar

An improved method for the synthesis of protected glycosyl fluorides from thioglycosides using N,N-diethylaminosulfur trifluoride (DAST)

The direct conversion of thioglycosides to glycosyl fluorides frequently used in oligosaccharide synthesis was examined using N,N-diethylaminosulfur trifluoride (DAST). Although the reaction proceeded without N-bromosuccinimide (NBS), in some cases it was found that the electrophilicity of the Vilsmeier-type electrophilic sulfinium cation species was not sufficient for the activation of certain less-reactive thioglycosides. Here, we report the results of fluorination reactions of a series of monosaccharides using DAST in the absence of NBS, and also discuss the acceleration of the reaction in the presence of dimethyl(methylthio)sulfonium trifluoromethanesulfonate (DMTST) resulting in excellent product yields.