346435-04-9

Basic information

• Product Name: Ethyl 2,3-di-O-benzyl-6-O-triphenylmethyl-1-thio-β-D-glucopyranoside
• Synonyms: Ethyl 2,3-di-O-benzyl-6-O-triphenylmethyl-1-thio-β-D-glucopyranoside
• CAS NO: 346435-04-9
• Molecular Weight: 646.847
• Mol File: 346435-04-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Ethyl 2,3-di-O-benzyl-6-O-triphenylmethyl-1-thio-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2,3-di-O-benzyl-6-O-triphenylmethyl-1-thio-β-D-glucopyranoside(346435-04-9)
• EPA Substance Registry System: Ethyl 2,3-di-O-benzyl-6-O-triphenylmethyl-1-thio-β-D-glucopyranoside(346435-04-9)

Safety Data

• Hazardous Substances Data: 346435-04-9(Hazardous Substances Data)

Upstream product

• 197853-41-1 ethyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 20701-61-5 ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside 
• 7473-36-1 ethyl 1-thio-β-D-glucopyranoside 
• 76-83-5 trityl chloride 
• 152964-70-0 ethyl 2,3-di-O-benzyl-1-thio-β-D-glucopyranoside 

Downstream Products

• 648903-98-4 ethyl 2,3-di-O-benzyl-4-O-chloroacetyl-6-O-triphenylmethyl-1-thio-β-D-glucopyranoside 
• 648903-99-5 ethyl 2,3-di-O-benzyl-4-O-chloroacetyl-1-thio-β-D-glucopyranoside 
• 648904-00-1 methyl (ethyl 2,3-di-O-benzyl-4-O-chloroacetyl-1-thio-β-D-glucopyranosid)uronate 
• 346435-21-0 p-Methoxyphenyl (methyl 2,3-di-O-benzyl-4-O-methylsulfonyl-α-D-glucopyranosyluronate)-(1->2)-[3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-β-D-xylopyranosyl]-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside 
• 346435-16-3 p-Methoxyphenyl (methyl 2,3-di-O-benzyl-4-O-methyl-α-D-glucopyranosyluronate)-(1->2)-[3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-β-D-xylopyranosyl]-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside 
• 346435-18-5 p-Methoxyphenyl (methyl 2,3-di-O-acetyl-4-O-methyl-α-D-glucopyranosyluronate)-(1->2)-(3,4-O-di-acetyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside 
• 346435-25-4 p-Methoxyphenyl (methyl 2,3-di-O-acetyl-4-deoxy-β-L-threo-hex-4-enopyranosyluronate)-(1->2)-(3,4-di-O-acetyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside 
• 346435-23-2 p-Methoxyphenyl (methyl 4-deoxy-β-L-threo-hex-4-enopyranosyluronate)-(1->2)-[3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-β-D-xylopyranosyl]-(1->4)-2,3-di-O-benzoyl-β-D-xylopyranoside 
• 346435-12-9 Methyl (ethyl 2,3-di-O-benzyl-4-O-methylsulfonyl-1-thio-β-D-glucopyranosid)uronate 
• 346435-10-7 Ethyl 2,3-di-O-benzyl-4-O-methylsulfonyl-1-thio-β-D-glucopyranoside 
• 346435-08-3 methyl (ethyl 2,3-di-O-benzyl-4-O-methyl-1-thio-β-D-glucopyranoside)uronate 

Relevant articles and documents

Synthesis of Glucuronoxylan Hexasaccharides by Preactivation-Based Glycosylations

The synthesis of two glucuronoxylans is described, which both consist of a pentaxylan backbone and a glucuronic acid linked to the 2 position in the fourth xylose residue from the reducing end. The two target molecules differ in the 4 position of the glucuronic acid where one is unsubstituted while the other contains a methyl ether. The pentaxylan backbone is assembled in four glycosylation reactions with phenyl thioglycoside donors. The couplings are performed by preactivation of the donor with in-situ-generated p-nitrobenzenesulfenyl triflate prior to addition of the acceptor. The glucuronic acids are then attached by Koenigs-Knorr glycosylations followed by deprotections. The syntheses employ a total of 8 steps from monosaccharide building blocks and afford the two glucuronoxylans in 12 and 15 % overall yield. The hexasaccharide products are valuable substrates for investigating the activity and specificity of glucuronoxylan-degrading enzymes.