478810-24-1

Basic information

• Product Name: methyl 6-O-acetyl-3-O-benzyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl-(2-1)-6-O-acetyl-4-O-benzoyl-3-O-benzyl-β-D-fructofuranosyl-(2-1)-3,4,6-tri-O-benzyl-β-D-fructofuranoside
• Synonyms: methyl 6-O-acetyl-3-O-benzyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl-(2-1)-6-O-acetyl-4-O-benzoyl-3-O-benzyl-β-D-fructofuranosyl-(2-1)-3,4,6-tri-O-benzyl-β-D-fructofuranoside
• CAS NO: 478810-24-1
• Molecular Weight: 1399.78
• Mol File: 478810-24-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 6-O-acetyl-3-O-benzyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl-(2-1)-6-O-acetyl-4-O-benzoyl-3-O-benzyl-β-D-fructofuranosyl-(2-1)-3,4,6-tri-O-benzyl-β-D-fructofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 6-O-acetyl-3-O-benzyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl-(2-1)-6-O-acetyl-4-O-benzoyl-3-O-benzyl-β-D-fructofuranosyl-(2-1)-3,4,6-tri-O-benzyl-β-D-fructofuranoside(478810-24-1)
• EPA Substance Registry System: methyl 6-O-acetyl-3-O-benzyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl-(2-1)-6-O-acetyl-4-O-benzoyl-3-O-benzyl-β-D-fructofuranosyl-(2-1)-3,4,6-tri-O-benzyl-β-D-fructofuranoside(478810-24-1)

Safety Data

• Hazardous Substances Data: 478810-24-1(Hazardous Substances Data)

Upstream product

• 1053268-95-3 Acetic acid (2R,3R,4S,5R)-4-benzyloxy-5-((2R,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-2-methoxy-tetrahydro-furan-2-ylmethoxy)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-tetrahydro-furan-2-ylmethyl ester 
• 478810-21-8 methyl 6-O-acetyl-3-O-benzyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-fructofuranosyl-(2-1)-3,4,6-tri-O-benzyl-β-D-fructofuranoside 
• 478810-22-9 methyl 6-O-acetyl-3-O-benzyl-β-D-fructofuranosyl-(2-1)-3,4,6-tri-O-benzyl-β-D-fructofuranoside 
• 478810-13-8 ethyl 6-O-acetyl-3-O-benzyl-1-O-(4,4'-dimethoxytriphenyl)methyl-2-thio-β-D-fructofuranoside 
• 478810-12-7 ethyl 3-O-benzyl-1-O-(4,4'-dimethoxytriphenyl)methyl-2-thio-β-D-fructofuranoside 
• 478810-10-5 methyl 6-O-tert-butyldimethylsilyl-1-O-(4,4'-dimethoxytriphenyl)methyl-β-D-fructofuranoside 
• 478810-15-0 ethyl 6-O-acetyl-3-O-benzyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2-thio-β-D-fructofuranoside 
• 478810-11-6 methyl 3,4,6-tri-O-benzyl-β-D-fructofuranoside 
• 478810-14-9 ethyl 6-O-acetyl-3-O-benzyl-2-thio-β-D-fructofuranoside 
• 302905-20-0 ethyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-1-O-(4,4'-dimethoxytriphenyl)methyl-2-thio-β-D-fructofuranoside 
• 13403-14-0 methyl β-D-fructofuranoside 
• 147672-51-3 methyl 6-O-(tert-butyldimethylsilyl)-β-D-fructofuranoside 
• 69304-37-6 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane 
• 470-23-5 D-fructose 

Downstream Products

• 478810-27-4 methyl 3-O-benzyl-β-D-fructofuranosyl-(2-1)-3-O-benzyl-β-D-fructofuranosyl-(2-1)-3,4,6-tri-O-benzyl-β-D-fructofuranoside 

Relevant articles and documents

Chemical syntheses of inulin and levan structures.

A fructofuranosyl thiglycoside donor, ethyl 6-O-acetyl-3-O-benzyl-1,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2-thio-beta-D-fructofuranoside (11), designed to yield stereospecifically beta-linkages and also to allow subsequent elongation in the 6- and/or 1-positions, was prepared and used in syntheses of levan and inulin structures. DMTST-promoted glycosylation between 11 (1.3 mol equiv) and methyl beta-D-fructofuranoside 6-OH and 1-OH acceptors (3 and 6) gave stereospecifically the protected methyl levanobioside 12 and inulinobioside 17 in excellent yields (80 and 86%), respectively. Protecting group manipulations on these afforded new disaccharide 6'-OH and 1'-OH acceptors (13 and 19), which were coupled again with donor 11 (1.0 mol equiv) to yield methyl levanotrioside 14 and inulinotrioside 20 in high yields, 65 and 67%, respectively. These were transformed into new acceptors and also fully deprotected to afford the methyl glycosides of levanotriose and inulinotriose, all structures that have earlier not been accessible by chemical synthesis.