120403-26-1

Basic information

• Product Name: phenyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside
• Synonyms: phenyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside
• CAS NO: 120403-26-1
• Molecular Weight: 542.696
• Mol File: 120403-26-1.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: phenyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside(120403-26-1)
• EPA Substance Registry System: phenyl 2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside(120403-26-1)

Safety Data

• Hazardous Substances Data: 120403-26-1(Hazardous Substances Data)

Upstream product

• 210833-99-1 phenyl 2,3,4-tri-O-benzyl-1-thio-D-glucopyranoside 
• 87470-72-2 phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside 
• 4551-15-9 phenylthiotrimethylsilane 
• 10548-46-6 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-glucopyranose 
• 498-07-7 levoglucosan 
• 108-98-5 thiophenol 
• 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 
• 16758-34-2 1-thiophenyl-β-D-galactopyranoside 
• 100-39-0 benzyl bromide 
• 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 
• 1449790-64-0 phenyl 2,3,4-tri-O-benzyl-6-O-(N-phenylcarbamoyl)-1-thio-β-D-glucopyranoside 

Downstream Products

• 120403-31-8 phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside 
• 120403-33-0 phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside 
• 120403-28-3 phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 38184-16-6 phenyl O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->6)-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 
• 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 
• 120403-27-2 phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-α-D-glucopyranoside 
• 120403-27-2 phenyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 87470-71-1 phenyl 2,3,4-tri-O-benzyl-6-O-methyl-1-thio-β-D-glucopyranoside 
• 10548-46-6 1,6-anhydro-2,3,4-tri-O-benzyl-β-D-glucopyranose 
• 1040752-04-2 phenyl 6-O-(2,4,di-O-benzyl-3,6-di-O-^tbutylsilylene-α-D-glucopyranosyl)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 1040752-10-0 phenyl 6-O-(2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-6-O-benzyl-3,4-di-O-^tbutyldimethylsilyl-β-D-glucopyranosyl)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 1083237-03-9 phenyl 2,3,4-tri-O-benzyl-6-O-tert-butyloxycarbonyl-1-thio-β-D-glucopyranoside 

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

Secondary amine salt catalyzed controlled activation of 2-deoxy sugar lactols towards alpha-selective dehydrative glycosylation

A new organocatalytic glycosylation method exploiting the lactol functionality has been disclosed. The catalytic generation of glycosyl oxacarbenium ions from lactols under forcible conditions via weakly Br?nsted-acidic, readily available secondary amine salts affects the diastereoselective glycosylation of 2-deoxypyranoses and furanoses. This operationally simple iminium catalyzed activation of 2-deoxy hemi-acetals is a potential alternative to the existing cumbersome methods that need specialized handling. The mechanisms for this unique transformation and kinetic/thermodynamic effects have been discussed based on both experimental evidence and theoretical studies.

Hydrogenolytic cleavage of naphthylmethyl ethers in the presence of sulfides

With the aid of a series of model thioether or thioglycoside containing polyols protected with combinations of benzyl ethers and 2-naphthylmethyl ethers it is demonstrated that the latter are readily cleaved selectively under hydrogenolytic conditions in the presence of the frequently catalyst-poisoning sulfides. These results suggest the possibility of employing 2-naphthylmethyl ethers in place of benzyl ethers in synthetic schemes when hydrogenolytic deprotection is anticipated in the presence of thioether type functionality.