904666-13-3

Upstream product

• 819798-14-6 phenyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-β-D-galactopyranoside 
• 38184-12-2 phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside 

Downstream Products

• 905719-45-1 C₆₂H₇₄O₁₀ 
• 819798-18-0 2,3,4-tri-O-benzyl-α-D-galactopyranosyl fluoride 

Relevant academic research and scientific papers

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.

Synthesis of a library of fucopyranosyl-galactopyranosides consisting of a complete set of anomeric configurations and linkage positions

A library composed of a complete set of fucopyranosyl-galactopyranosides was synthesized. A perbenzylated phenylthio fucopyranoside and a series of tri-O-benzyl-galactopyranosyl fluorides having single hydroxyl groups at the 2-, 3-, 4-, and 6-positions we