118281-92-8

Basic information

• Product Name: methyl 3-O-allyl-2,6-di-O-benzyl-1-thio-β-D-galactopyranoside
• Synonyms: methyl 3-O-allyl-2,6-di-O-benzyl-1-thio-β-D-galactopyranoside
• CAS NO: 118281-92-8
• Molecular Weight: 430.565
• Mol File: 118281-92-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 3-O-allyl-2,6-di-O-benzyl-1-thio-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-O-allyl-2,6-di-O-benzyl-1-thio-β-D-galactopyranoside(118281-92-8)
• EPA Substance Registry System: methyl 3-O-allyl-2,6-di-O-benzyl-1-thio-β-D-galactopyranoside(118281-92-8)

Safety Data

• Hazardous Substances Data: 118281-92-8(Hazardous Substances Data)

Upstream product

• 113421-41-3 methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside 
• 4163-60-4 β-D-galactose peracetate 
• 55722-48-0 methyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside 
• 155-30-6 methyl 1-thio-β-D-galactopyranoside 
• 55663-79-1 methyl 3,4-O-isopropylidene-1-thio-β-D-galactopyranoside 
• 113421-43-5 methyl 2,6-di-O-benzyl-1-thio-β-D-galactopyranoside 
• 106-95-6 allyl bromide 

Downstream Products

• 118281-97-3 methyl 4-O-<2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-3-O-<2,4,6-tri-O-benzyl-3-O-(α-L-rhamnopyranosyl)-α-D-galactopyranosyl>-β-D-glucopyranosyl>-2,3-O-isopropylidene-α-L-rhamonpyranoside 
• 118281-95-1 methyl 4-O-<2-acetamido-3-O-(3-O-acetyl-2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl>-2,3-O-isopropylidene-α-L-rhamonpyranoside 
• 118281-96-2 methyl 4-O-<2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-3-O-(2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-β-D-glucopyranosyl>-2,3-O-isopropylidene-α-L-rhamonpyranoside 
• 118375-09-0 3-O-acetyl-2,4,6-tri-O-benzyl-α-D-galactopyranosyl bromide 
• 118281-94-0 methyl 2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 110224-77-6 methyl 3-O-acetyl-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 118281-93-9 methyl 3-O-allyl-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 

Relevant articles and documents

Synthesis of a di-, tri-, and tetra-saccharide unit of the group B streptococcal common antigen.

Condensation of methyl 2,3-O-isopropylidene-alpha-L-rhamnopyranoside with methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-beta-D-glucopyranoside activated by nitrosyl tetrafluoroborate gave an excellent yield of the protected disaccharide 9, which was transformed into glycosyl acceptor 11. Methyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-galactopyranoside, obtained from D-galactose penta-acetate and methyl trimethylsilyl sulfide, under catalysis by boron trifluoride etherate, was converted into glycosyl donor 25, which was condensed with 11 under halide-ion catalysis to give the trisaccharide derivative 26. Rhamnosylation with 28 of 27, obtained by selective deprotection of 26, gave the protected tetrasaccharide 29. Deprotection of 10, 26, and 29 gave di- (2), tri- (3) and tetra-saccharide (4) methyl glycosides which form part of the group-specific polysaccharide antigen of Group B Streptococci.