311797-10-1

Basic information

• Product Name: benzyl (allyl 2,3-di-O-benzyl-β-D-galactopyranoside)uronate
• Synonyms: benzyl (allyl 2,3-di-O-benzyl-β-D-galactopyranoside)uronate
• CAS NO: 311797-10-1
• Molecular Weight: 504.58
• Mol File: 311797-10-1.mol

Chemical Properties

• CAS DataBase Reference: benzyl (allyl 2,3-di-O-benzyl-β-D-galactopyranoside)uronate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl (allyl 2,3-di-O-benzyl-β-D-galactopyranoside)uronate(311797-10-1)
• EPA Substance Registry System: benzyl (allyl 2,3-di-O-benzyl-β-D-galactopyranoside)uronate(311797-10-1)

Safety Data

• Hazardous Substances Data: 311797-10-1(Hazardous Substances Data)

Upstream product

• 71925-96-7 allyl-2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside 
• 71925-95-6 allyl 4,6-O-benzylidene-β-D-galactopyranoside 
• 2595-07-5 allyl β-D-galactopyranoside 
• 10343-15-4 allyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 4163-60-4 β-D-galactose peracetate 
• 100-39-0 benzyl bromide 
• 117780-20-8 allyl 2,3-di-O-benzyl-β-D-galactopyranosiduronic acid 
• 97817-99-7 allyl 2,3-di-Ο-benzyl-β-D-galactopyranoside 
• 30628-07-0 1,2,3,4-tetra-O-acetyl-α-D-galactopyranosiduronic acid, methyl ester 
• 56768-32-2 1-bromo-2,3,4-tri-O-acetyl-α-D-galactopyranuronic acid methyl ester 
• 311797-06-5 methyl (allyl 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosid)uronate 
• 147221-64-5 methyl (allyl 3,4-O-isopropylidene-β-D-galactopyranosid)uronate 
• 95722-13-7 1,2,3,4-tetra-O-acetyl-α-D-galactopyranosiduronic acid 
• 130506-36-4 methyl (allyl 2,3,4-tri-O-acetyl-β-D-galactopyranosid)uronate 

Downstream Products

• 1044740-70-6 benzyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-O-acetyl-3-O-benzyl-α-L-rhamnopyranosyl-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate 
• 1448429-75-1 benzyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranoside)uronate 
• 1448429-69-3 benzyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→4)-(allyl 2,3-di-O-benzyl-β-D-galactopyroside)uronate 
• 1448429-74-0 benzyl (3,4-di-O-benzyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1→4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranoside)uronate 
• 1448429-76-2 (3,4-di-O-benzyl-2-O-levulinoyl-β-L-rhamnopyranosyl)(trichloroacetyl)amine 
• 1431974-40-1 benzyl 4-O-acetyl-1-O-allyl-2,3-di-O-benzyl-β-D-galactopyranuronate 
• 1431974-42-3 benzyl 4-O-acetyl-2,3-di-O-benzyl-α-D-galactopyranuronate 

Relevant articles and documents

Structural Studies of the O-Acetyl-Containing O-Antigen from a Shigella flexneri Serotype 6 Strain and Synthesis of Oligosaccharide Fragments Thereof

Extensive analysis by NMR spectroscopy of the delipidated lipopolysaccharide of Shigella flexneri serotype 6 strain MDC 2924-71 confirmed the most recently reported structure of the O-antigen repeating unit as {→4)-β-D-GalpA-(1→3)-β-D-GalpNAc-(1→2) -α-L-R

Synthesis of homogalacturonan fragments

Glycosylation of the D-galacturonic acid ester derivatives 15 and 17, which are prepared directly from D-galacturonic acid, with the thioglycosides 28 and 32, derived from the same sugar, provides α(1→4)-linked dimers. The formation of the glycosidic linkage between the galacturonic acid moieties is best achieved by iodonium di-sym-collidine perchlorate promotion. Thus, the 4'-O-p-methoxybenzyl dimer 38 can be obtained in 64% yield. Partial deprotection of the 4'-O-position provided the glycosyl acceptor 36, which was coupled with the donor 32 to yield the a(1''→4')-linked trimer 39 (48%). Approximately 8% of the β(1''→4')-coupled isomer was observed in the 13C NMR spectrum of the reaction mixture.