87470-73-3

Basic information

• Product Name: phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside
• CAS NO: 87470-73-3
• Molecular Weight: 542.696
• Mol File: 87470-73-3.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside(87470-73-3)
• EPA Substance Registry System: phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside(87470-73-3)

Safety Data

• Hazardous Substances Data: 87470-73-3(Hazardous Substances Data)

Upstream product

• 4551-15-9 phenylthiotrimethylsilane 
• 10548-46-6 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-glucopyranose 
• 100-39-0 benzyl bromide 
• 16758-34-2 1-thiophenyl-β-D-galactopyranoside 
• 87470-72-2 phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside 
• 100-52-7 benzaldehyde 
• 71676-30-7 phenyl 4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside 
• 220774-86-7 phenyl 1-thio-6-O-triphenylmethyl-β-D-galactopyranoside 
• 496019-46-6 (2R,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-2-phenyl-6-(phenylthio)hexahydropyrano[3,2-d][1,3]dioxine 
• 259871-03-9 phenyl 2,3,4-tri-O-benzyl-1-thio-6-O-trityl-β-D-galactopyranoside 
• 108-98-5 thiophenol 
• 1449790-64-0 phenyl 2,3,4-tri-O-benzyl-6-O-(N-phenylcarbamoyl)-1-thio-β-D-glucopyranoside 
• 83-87-4 D-glucose pentaacetate 
• 71676-30-7 (2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 

Downstream Products

• 187031-76-1 tert-butyl (phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranosid)uronate 
• 259871-04-0 phenyl 2,3,4-tri-O-benzyl-6-O-succinoyl-1-thio-β-D-galactopyranoside 
• 496019-52-4 phenyl 2,3,4-tri-O-benzyl-6-[2-(2-chloro-ethoxy)ethyl]-1-thio-β-D-galactopyranoside 
• 496019-53-5 phenyl 2,3,4-tri-O-benzyl-6-{2-[ω-hydroxy-penta-(oxyethylen)ethyl]}-1-thio-β-D-galactopyranoside 
• 1401954-91-3 phenyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-α-D-lyxo-hexapyranosyl)-β-D-thioglucopyranoside 
• 1449790-64-0 phenyl 2,3,4-tri-O-benzyl-6-O-(N-phenylcarbamoyl)-1-thio-β-D-glucopyranoside 
• 95084-13-2 phenyl 6-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 95084-13-2 phenylthio-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-β-D-glucopyranoside 
• 1192256-68-0 phenyl 2,3,4-tri-O-benzyl-6-O-2-(2-nitrophenyl)propyloxycarbonyl-1-thio-β-D-galactopyranoside 
• 1192256-67-9 phenyl 2,3,4-tri-O-benzyl-6-O-2-(2-nitrophenyl)propyloxycarbonyl-1-thio-β-D-glucopyranoside 
• 1192142-49-6 phenyl 2,3,4-tri-O-benzyl-6-O-(4-methoxyphenyl)methyl-1-thio-β-D-galactopyranoside 

Relevant articles and documents

Reagent controlled stereoselective synthesis of teichoic acid α-(1,2)-glucans

The stereoselective construction of 1,2-cis-glycosidic linkages is key in the assembly of biologically relevant glycans, but remains a synthetic challenge. Reagent-controlled glycosylation methodologies, in which external nucleophiles are employed to modu

Oxidative activation of C-S bonds with an electropositive nitrogen promoter enables orthogonal glycosylation of alkyl over phenyl thioglycosides

A method for the selective activation of thioglycosides that uses the N+-thiophilic reagent Omesitylenesulfonylhydroxylamine (MSH) as a promoter is presented. The reaction proceeds via anomeric mesitylensulfonate intermediates, which could be isolated and fully characterized by placing a fluorine atom at the C2 position. In the presence of a soft Lewis acid, glycosylation reaction proceeds at ambient temperature with good yields. It is further demonstrated that it is possible to orthogonally activate S-ethyl in the presence of S-phenyl donors, enabling the design of sequential glycosylation strategies.

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