62774-33-8

Basic information

• Product Name: .beta.-D-Glucopyranoside, phenyl 1-thio-, tetrabenzoate
• Synonyms: .beta.-D-Glucopyranoside, phenyl 1-thio-, tetrabenzoate
• CAS NO: 62774-33-8
• Molecular Formula: C₄₀H₃₂O₉S
• Molecular Weight: 688.74
• Mol File: 62774-33-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 803.9±65.0 °C(Predicted)
• Appearance: /
• Density: 1.36±0.1 g/cm3(Predicted)
• CAS DataBase Reference: .beta.-D-Glucopyranoside, phenyl 1-thio-, tetrabenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: .beta.-D-Glucopyranoside, phenyl 1-thio-, tetrabenzoate(62774-33-8)
• EPA Substance Registry System: .beta.-D-Glucopyranoside, phenyl 1-thio-, tetrabenzoate(62774-33-8)

Safety Data

• Hazardous Substances Data: 62774-33-8(Hazardous Substances Data)

Upstream product

• 2936-70-1 (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 98-88-4 benzoyl chloride 
• 158419-88-6 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl thiocyanate 
• 14218-11-2 2,3,4,6-tetra-O-benzoylglucosyl bromide 
• 13992-16-0 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 604-69-3 β-D-glucose pentaacetate 
• 106-45-6 para-thiocresol 
• 158419-90-0 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl thiocyanate 
• 108-98-5 thiophenol 
• 108836-02-8 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl bromide 
• 16758-34-2 1-thiophenyl-β-D-galactopyranoside 
• 13992-16-0 1-deoxy-1-(phenylthio)-2,3,4,6-tetra-O-acetyl-β-D-galactopyranose 
• 4163-60-4 β-D-galactose peracetate 
• 61198-88-7 2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide 

Downstream Products

• 128503-39-9 methyl 2,3,4-tri-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl)-α-D-glucopyranoside 
• 118579-76-3 methyl 4-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranoside 
• 65731-67-1 1,2,3,4-tetra-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranose 
• 118545-28-1 methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-α-D-glucopyranoside 
• 869384-38-3 phenyl 2,3,4,6-tetra-O-benzoyl-1-sulfinyl-β-D-galactopyranoside 
• 70751-54-1 1,2:3:4-di-O-isopropylidene-6-O-(tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-galactose 
• 231616-41-4 2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside 
• 249552-07-6 4-nitrophenyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1-> 4)-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-1-thio-β-D-glucopyranoside 
• 246513-13-3 O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranosyl azide 
• 6605-40-9 methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 

Relevant articles and documents

Total Synthesis of a Partial Structure from Arabinogalactan and Its Application for Allergy Prevention

Arabinogalactan, a microheterogeneous polysaccharide occurring in plants, is known for its allergy-protective activity, which could potentially be used for preventive allergy treatment. New treatment options are highly desirable, especially in a preventive manner, due to the constant rise of atopic diseases worldwide. The structural origin of the allergy-protective activity of arabinogalactan is, however, still unclear and isolation of the polysaccharide is not feasible for pharmaceutical applications due to a variation of the activity of the natural product and contaminations with endotoxins. Therefore, a pentasaccharide partial structure was selected for total synthesis and subsequently coupled to a carrier protein to form a neoglycoconjugate. The allergy-protective activity of arabinogalactan could be reproduced with the partial structure in subsequent in vivo experiments. This is the first example of a successful simplification of arabinogalactan with a single partial structure while retaining its allergy-preventive potential.

Urea–hydrogen peroxide prompted the selective and controlled oxidation of thioglycosides into sulfoxides and sulfones

A practical method for the selective and controlled oxidation of thioglycosides to corresponding glycosyl sulfoxides and sulfones is reported using urea–hydrogen peroxide (UHP). A wide range of glycosyl sulfoxides are selectively achieved using 1.5 equiv of UHP at 60 °C while corresponding sulfones are achieved using 2.5 equiv of UHP at 80 °C in acetic acid. Remarkably, oxidation susceptible olefin functional groups were found to be stable during the oxidation of sulfide.

Synthesis of 3,6-branched arabinogalactan-type tetra- and hexasaccharides for characterization of monoclonal antibodies

Synthesis of tetra- and hexasaccharides built up from a β-(1→6)-linked galactopyranosyl backbone with arabinofuranosyl side chains at position 3 and with a 3-aminopropyl spacer related to arabinogalactans is described. These oligosaccharides were prepared