138811-45-7

Basic information

• Product Name: 1,2,3,5,6-penta-O-benzoyl-D-galactofuranose
• Synonyms: 1,2,3,5,6-penta-O-benzoyl-D-galactofuranose
• CAS NO: 138811-45-7
• Molecular Weight: 700.698
• Mol File: 138811-45-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,2,3,5,6-penta-O-benzoyl-D-galactofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,5,6-penta-O-benzoyl-D-galactofuranose(138811-45-7)
• EPA Substance Registry System: 1,2,3,5,6-penta-O-benzoyl-D-galactofuranose(138811-45-7)

Safety Data

• Hazardous Substances Data: 138811-45-7(Hazardous Substances Data)

Upstream product

• 59-23-4 D-Galactose 
• 98-88-4 benzoyl chloride 
• 10257-28-0 D-Galactose 
• 65-85-0 benzoic acid 
• 2782-07-2 D-galactono-1,4-lactone 
• 35556-50-4 2,3,5,6-tetra-O-benzoyl-D-galactono-1,4-lactone 
• 130719-07-2 C₂₅H₂₈O₇S 
• 130719-08-3 ethyl 2,3-di-O-benzoyl-1-thio-α-D-galactofuranoside 
• 99773-30-5 5,6-O-isopropylidene-D-galactose diethyl dithioacetal 
• 130719-06-1 ethyl 5,6-O-isopropylidene-1-thio-α-D-galactofuranoside 
• 5463-33-2 D-galactose-diethyl-dithioacetal 
• 89755-45-3 ethyl 2,3,5,6-tetra-O-benzoyl-1-thio-α-D-galactofuranoside 
• 5531-48-6 2,3,5,6-tetra-O-benzoyl-D-galactofuranose 

Downstream Products

• 502435-24-7 benzyl (2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-(1-4)-2-acetamido-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-2-deoxy-α-D-glucopyranoside 
• 1155273-63-4 methyl 2,3,4-tri-O-benzoyl-6-S-(2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-6-thio-α-D-galactopyranoside 
• 1153940-95-4 C₃₅H₃₀N₂O₉S 
• 1153940-42-1 methyl 2,3,4-tri-O-benzoyl-6-S-(2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-6-thio-α-D-glucopyranoside 
• 89825-84-3 1-O-acetyl-2,3,5,6-tetra-O-benzoyl-β-D-galactofuranose 
• 1033560-31-4 4-methylphenyl 2,3,5,6-tetra-O-benzoyl-1-thio-β-D-galactofuranoside 
• 1269500-75-5 (2-methyl-5-tert-butylphenyl) 2,3,5,6-tetra-O-benzoyl-1-thio-β-D-galactofuranoside 
• 1438222-86-6 9-decenyl 2,3,5,6-tetra-O-benzoyl-α-D-galactofuranoside 
• 275358-18-4 1-O-Acetyl-2,3,4,6-tetra-O-benzoyl-α,β-galactofuranose 
• 1219002-93-3 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->2)-3,5,6-tri-O-benzoyl-D-galactono-1,4-lactone 
• 100645-45-2 (4-nitro)phenyl β-D-galactofuranoside 
• 124663-10-1 1-O-Acetyl-2,3,5-tri-O-benzoyl-6-O-(2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-α-D-galactofuranose 
• 124662-87-9 1-O-Acetyl-2,3,5-tri-O-benzoyl-6-O-(2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-β-D-galactofuranose 
• 124662-88-0 Methyl 2,3,5-tri-O-benzoyl-6-O-(2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-β-D-galactofuranoside 

Relevant articles and documents

AN ANTIMICROBIAL AGENT

The present invention relates to novel thioglycosides of D-galactofuranose that have an antimicrobial action, methods for their synthesis, pharmaceutical compositions containing them and methods for the treatment of patients suffering microbial infection.

One-pot synthesis of β-D-Galf(1 → 4)[β-D-Galp(1 → 6)]-D-GlcNac, a 'core' trisaccharide linked O-glycosidically in glycoproteins of Trypanosoma cruzi

Tin(IV) chloride-promoted condensation of benzyl 2-acetamido-3-O- benzoyl-2-deoxy-α-D-glucopyranoside (4) with penta-O-benzoyl-β-D- galactopyranose (6) gave the derivative of β-D-Galp-(1 → 6)-α-D-GlcNAc 7 in 80% yield. This was glycosylated with penta-O-benzoyl-α,β-D- galactofuranose (5), employing the same catalyst, to afford the protected benzyl per-O-benzoyl-β-D-Galf(1 → 4)[β-D-Galp(1 → 6)]D-GlcNAc 10 in 41% yield. Alternatively, compound 10 was obtained directly in a one-pot reaction from 4, by sequential addition of 6 and 5 (34% yield). β-Glycosidic linkages were diastereoselectively formed. De-O-benzoylation of 10, followed by heterogeneous catalytic transfer hydrogenolysis of the benzyl group afforded the free trisaccharide β-D-Galf(1 → 4)[ β-D-Galp(l → 6)]-D-GlcNAc (14) in 98% yield from 10. Sodium borohydride reduction of 14 gave the corresponding alditol, whose spectral data were identical to those reported for the alditol obtained from the 38-43 kDa cell-surface glycoprotein of Trypanosoma cruzi.