241471-11-4

Basic information

• Product Name: ethyl 3-O-[3-(methyl 2,3-di-O-benzyl-α-D-glucopyranoside-6-yloxymethyl)-benzyl]-2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside
• Synonyms: ethyl 3-O-[3-(methyl 2,3-di-O-benzyl-α-D-glucopyranoside-6-yloxymethyl)-benzyl]-2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside
• CAS NO: 241471-11-4
• Molecular Weight: 879.081
• Mol File: 241471-11-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: ethyl 3-O-[3-(methyl 2,3-di-O-benzyl-α-D-glucopyranoside-6-yloxymethyl)-benzyl]-2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-O-[3-(methyl 2,3-di-O-benzyl-α-D-glucopyranoside-6-yloxymethyl)-benzyl]-2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside(241471-11-4)
• EPA Substance Registry System: ethyl 3-O-[3-(methyl 2,3-di-O-benzyl-α-D-glucopyranoside-6-yloxymethyl)-benzyl]-2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside(241471-11-4)

Safety Data

• Hazardous Substances Data: 241471-11-4(Hazardous Substances Data)

Upstream product

• 626-15-3 1,3-bis-(bromomethyl)benzene 
• 174172-99-7 ethyl 4,6-O-benzylidene-2-O-benzyl-1-deoxy-1-thio-β-D-glucopyranoside 
• 241471-10-3 ethyl 2-O-benzyl-4,6-O-benzylidene-6-O-(3-bromomethylbenzyl)-1-thio-β-D-glucopyranoside 
• 17791-36-5 methyl 2,3-di-O-benzyl-α-D-glucopyranoside 

Downstream Products

• 744-05-8 methyl α-D-glucopyranosyl-(1->4)-α-D-glucopyranoside 
• 241471-12-5 methyl 6,3'-O-(1,3-xylylene)-(2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1'->4)-2,3-di-O-benzyl-α-D-glucopyranoside 

Relevant articles and documents

Synthesis of trisaccharides and tetrasaccharides by means of intramolecular glycosylation supported by rigid spacers

Treatment of α,α′-dibromo-m-xylylene with 6-O-unprotected thiomaltoside 4 as glycosyl donor (→ 5), followed by 4-O-unprotected galactoside derivative 6 as acceptor, afforded β-linked macrocyclic trisaccharide 9β in high yield after removal of the 3-O-MPM protective group and subsequent intramolecular glycoside bond formation. Similarly, by the same sequence of steps, the corresponding tetrasaccharide 14β was obtained from 5 and 4b-O-unprotected lactoside 11. For reiterative glycoside bond formation, treatment of α,α′-dibromo-m-xylylene with 3-O-unprotected thioglycoside 15 as donor (→ 16), followed by 4,6-O-unprotected glucoside, and subsequent glycosylation afforded macrocyclic maltotrioside 22, which was transformed into known maltotrioside 23. A sight modification of the protecting-group pattern in maltotrioside synthesis resulted in generally higher yields in the ligation of the building blocks to the m-xylylene spacer, particularly in the second glycosylation step, thus providing macrocyclic maltotrioside 40α, which was transformed into known maltotriosides 41α and 41β.