173987-57-0

Upstream product

• 29741-69-3 3,4,6-tetra-O-acetyl-2-O-benzyl-α-D-glucopyranosyl bromide 
• 75-08-1 ethanethiol 
• 20701-61-5 ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 174172-99-7 ethyl 4,6-O-benzylidene-2-O-benzyl-1-deoxy-1-thio-β-D-glucopyranoside 
• 138624-50-7 ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-deoxy-1-ethylthio-β-D-glucopyranoside 

Downstream Products

• 1233488-80-6 ethyl 2-O-benzyl-3,4,6-tri-O-benzoyl-1-thio-β-D-glucopyranoside 
• 1233488-82-8 methyl 2-O-benzyl-3, 4, 6-tri-O-benzoyl-D-glucopyranosyl-α-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 1309360-93-7 CF₃O₃S^(1-)*C₃₇H₃₇O₈S⁽¹⁺⁾ 
• 1309360-98-2 C₃₇H₃₇O₈S⁽¹⁺⁾*ClO₄^(1-) 
• 1309361-02-1 CF₃O₃S^(1-)*C₃₇H₃₇O₈S₂⁽¹⁺⁾ 
• 1309360-94-8 C₃₅H₂₉⁽²⁾H₃O₉ 
• 1309360-95-9 C₃₅H₃₂O₉ 
• 138624-49-4 Acetic acid (2R,3R,4S,5R,6S)-4-acetoxy-5-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4-diacetoxy-5-benzyloxy-6-thiocyanato-tetrahydro-pyran-2-ylmethoxy)-2-trityloxymethyl-tetrahydro-pyran-3-yl ester 
• 138624-53-0 Acetic acid (2R,3R,4S,5R,6S)-4-acetoxy-5-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4-diacetoxy-5-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-2-trityloxymethyl-tetrahydro-pyran-3-yl ester 
• 138624-52-9 Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4-diacetoxy-5-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-yl ester 
• 138624-51-8 Acetic acid (2R,3R,4S,5R,6S)-4-acetoxy-5-benzyloxy-6-ethylsulfanyl-2-trityloxymethyl-tetrahydro-pyran-3-yl ester 
• 173987-68-3 methyl <2-(4-trifluoroacetamidophenyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-α-D-manno-oct-2-ulopyranosid>onate 
• 173987-69-4 methyl <2-(4-trifluoroacetamidophenyl)ethyl 4-O-benzyl-5-O-(2-O-benzyl-α-D-glucopyranosyl)-3-deoxy-7,8-O-isopropylidene-α-D-manno-oct-2-ulopyranosid>onate 
• 173987-59-2 2-(4-trifluoroacetamidophenyl)ethyl 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

Conformationally superarmed S-ethyl glycosyl donors as effective building blocks for chemoselective oligosaccharide synthesis in one pot

A new series of superarmed glycosyl donors has been investigated. It was demonstrated that the S-ethyl leaving group allows for high reactivity, which is much higher than that of equally equipped S-phenyl glycosyl donors that were previously investigated by our groups. The superarmed S-ethyl glycosyl donors equipped with a 2-O-benzoyl group gave complete β-stereoselectivity. Utility of the new glycosyl donors has been demonstrated in a one-pot one-addition oligosaccharide synthesis with all of the reaction components present from the beginning.

Direct synthesis of diastereomerically pure glycosyl sulfonium salts

It is reported that stable glycosyl sulfonium salts can be generated via direct anomeric S-methylation of ethylthioglycosides. Mechanistically, this pathway represents the first step in the activation of thioglycosides for glycosidation; however, it can f

Synthesis of 2-(4-aminophenyl)ethyl 3-deoxy-5-O-(3,4,6-tri-O-β-D-glucopyranosyl-α-D-glucopyranosyl)-α-D-manno-oct-2-ulopyranosidonic acid, a highly branched pentasaccharide corresponding to structures found in lipopolysaccharides from Moraxella catarrhalis

Syntheses of the pentasaccharide 2-(4-aminophenyl)ethyl 3-deoxy-5-O-(3,4,6-tri-O-β-D-glucopyranosyl-α-D-glucopyranosyl)-α-D-manno-oct-2-ulopyranosidonic acid and of the tetrasaccharide 3,4,6-tri-O-β-D-glucopyranosyl-α-D-glucopyranoside, both as its methyl and 2-(4-trifluoroacetamidophenyl)ethyl glycoside, are described.These oligosaccharides correspond to structures found in the lipopolysaccharide of Moraxella catarrhalis and were needed for biological experiments aimed at producing antibodies against the bacteria.The best way to introduce the glucopyranosyl groups into the 3-, 4-, and 6-positions of the branched target compounds was found to be a one-step reaction using a 3,4,6-triol as acceptor and 2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl bromide as donor in a silver trifluoromethanesulfonate-promoted coupling.The spacer arm, necessary for the formation of immunoactive glycoconjugates, was introduced into the glucose moiety via a dimethyl(methylthio)sulfonium trifluoromethanesulfonate-promoted reaction using the ethyl thioglucoside as donor, whereas for Kdo, the acetylated glycal derivative, methyl 4,5,7,8-tetra-O-acetyl-2,6-anhydro-3-deoxy-D-manno-oct-2-enonate, was used as donor and phenylselenyl trifluoromethanesulfonate as a stereocontrolling promoter.Keywords: Carbohydrates; Oligosaccharide synthesis; Bacterial antigens; Kdo; Glycoconjugates

Synthesis of polysaccharides with 1,2-cis-glycosidic linkages by trityl-thiocyanate polycondensation. Stereoregular α-(1-6)-D-glucan

The completely stereoregular polysaccharide, α-(1-6)-D-glucan, has been synthesised using a new highly stereospecific type of polycondensation process - trityl-thiocyanate polycondensation.