17120-56-8

Basic information

• Product Name: Benzyl 2-O,3-O-dibenzyl-6-oxo-6-O-methyl-β-D-galactopyranoside
• Synonyms: 1-O,2-O,3-O-Tribenzyl-β-D-galactopyranuronic acid methyl ester;Benzyl 2-O,3-O-dibenzyl-6-oxo-6-O-methyl-β-D-galactopyranoside;Benzyl 2-O,3-O-dibenzyl-β-D-galactopyranosiduronic acid methyl ester
• CAS NO: 17120-56-8
• Molecular Formula: C₂₈H₃₀O₇
• Molecular Weight: 478.5336
• Mol File: 17120-56-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzyl 2-O,3-O-dibenzyl-6-oxo-6-O-methyl-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl 2-O,3-O-dibenzyl-6-oxo-6-O-methyl-β-D-galactopyranoside(17120-56-8)
• EPA Substance Registry System: Benzyl 2-O,3-O-dibenzyl-6-oxo-6-O-methyl-β-D-galactopyranoside(17120-56-8)

Safety Data

• Hazardous Substances Data: 17120-56-8(Hazardous Substances Data)

Upstream product

• 71200-15-2 methyl (benzyl β-D-galactopyranosid)uronate 
• 71200-14-1 methyl (benzyl 2,3,4-tri-O-acetyl-β-D-galactopyranosid)uronate 
• 71200-16-3 methyl (benzyl 3,4-O-isopropylidene-β-D-galactopyranosid)uronate 
• 74801-06-2 benzyl 2,3-di-O-benzyl-4,6-ol-β-D-galactopyranoside 
• 311797-07-6 methyl (benzyl 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosid)uronate 
• 95722-13-7 1,2,3,4-tetra-O-acetyl-α-D-galactopyranosiduronic acid 
• 100-39-0 benzyl bromide 
• 311797-09-8 methyl (benzyl 2-O-benzyl-β-D-galactopyranosid)uronate 
• 17120-54-6 benzyl 2,3-di-O-benzyl-β-D-galactopyranosiduronic acid 
• 74-88-4 methyl iodide 
• 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 

Downstream Products

• 225640-49-3 methyl (benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosyluronate)-(1->4)-(benzyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate 
• 311797-23-6 methyl (2,3,4-tri-O-benzyl-α-D-galactopyranosyluronic acid)-(1->4)-(benzyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate 

Relevant articles and documents

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.

An efficient and highly stereoselective α(1 → 4) glycosylation between two D-galacturonic acid ester derivatives

The highly stereoselective α(1 → 4) coupling between two D-galacturonic acid ester derivatives was accomplished in good yields, for the first time, using a phenylthioglycoside as donor. The method was designed to prepare D-galacturonic acid oligomers with methyl ester groups in definite positions.