176380-15-7

Upstream product

• 20452-28-2 phenyl 1-thio-β-D-xylopyranoside 
• 98-88-4 benzoyl chloride 
• 108-98-5 thiophenol 
• 14262-83-0 2,3,4-tri-O-benzoyl-α-D-xylopyranosyl bromide 
• 87-72-9 D-Xylose 
• 3068-31-3 1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose 

Downstream Products

• 176380-16-8 2-azidoethyl 2,3,4-tri-O-benzoyl-β-D-xylopyranoside 
• 20452-28-2 phenyl 1-thio-β-D-xylopyranoside 
• 14125-77-0 1,5-Anhydro-2,3,4-tri-O-benzoyl-D-threo-pent-1-enitol 
• 176380-17-9 2-aminoethyl 2,3,4-tri-O-benzoyl-β-D-xylopyranoside 
• 189056-61-9 C₆₂H₇₇N₅O₁₇ 
• 189056-62-0 3-[[2-(Acetyl-methyl-amino)-acetyl]-({({benzyl-[(tert-butoxycarbonylmethyl-isopropyl-carbamoyl)-methyl]-carbamoyl}-methyl)-[2-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-ethyl]-carbamoyl}-methyl)-amino]-propionic acid tert-butyl ester 
• 189056-57-3 C₄₈H₅₅N₃O₁₂ 
• 229159-52-8 S-phenyl 2,3,4-tri-O-benzoyl-1-deoxy-1-thia-β-D-xylopyranoside-13C3 

Relevant academic research and scientific papers

Synthesis of Arabinoxylan Oligosaccharides by Preactivation-Based Iterative Glycosylations

A concise synthetic strategy has been developed for assembling densely substituted arabinoxylan oligosaccharides, which are valuable substrates for characterizing hemicellulose-degrading enzymes. The xylan backbone has been prepared by an iterative preact

Direct synthesis of β-mannosides. Synthesis of β-D-Xyl-(1→2)-β-D- Man-(1→4)-α-D-Glc-Ome: A trisaccharide component of the Hyriopsis schlegelii glycosphingolipid. Formation of an orthoester from a xylopyranosyl sulfoxide

A concise synthesis of the title trisaccharide is described in which the key β-mannosylation reaction is achieved directly, with high yield and selectivity, by triflic anhydride mediated coupling of S-ethyl 2-O-allyl-3- O-benzyl-4,6-O-benzylidene-1-deoxy-1-thia-α-D-mannopyranoside S-(R)-oxide with methyl 2,3,6-tri-O-benzyl-α-D-glucopyranoside. After deallylation of the so-formed disaccharide, β-xylopyranosylation is brought about by reaction with α-tri-O-benzoyl xylopyranosyl bromide activated with silver triflate. Attempted xylosylation of cyclohexanol with S-phenyl 2,3,4-tri-O- benzoyl-1-deoxy-1-thio-β-D-xylopyranoside S-oxide, activated by triflic anhydride, and with the corresponding thioglycoside in the presence of benzenesulfenyl triflate both led to the formation of an orthoester rather than the anticipated β-xyloside. Treatment of this orthoester with tin tetrachloride promoted its rearrangement to the β-xyloside. The conformation and configurational assignment of tri-O-benzoyl-β-xylopyranosides is discussed.

New prototypical O-linked-glycopeptidomimetics corresponding to the linkage region of proteoglycans

A new class of glycopeptidomimetic composed of N-substituted oligoglycine (peptoid) mimicking the β-D-Xy1-(1 → 3)-O-L-Ser linkage region of proteoglycans was synthesized using a convergent approach. Reiterative N-alkylation-N-bromoacetylation reactions we