51288-33-6

Basic information

• Product Name: methyl 3,4-di-O-benzoyl α-L-rhamnopyranoside
• CAS NO: 51288-33-6
• Molecular Weight: 386.401
• Mol File: 51288-33-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: methyl 3,4-di-O-benzoyl α-L-rhamnopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3,4-di-O-benzoyl α-L-rhamnopyranoside(51288-33-6)
• EPA Substance Registry System: methyl 3,4-di-O-benzoyl α-L-rhamnopyranoside(51288-33-6)

Safety Data

• Hazardous Substances Data: 51288-33-6(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 1128-40-1 methyl-6-desoxy-β-D-glucopyranoside 
• 89756-06-9 methyl-2-O-acetyl-3,4-di-O-benzoyl-α-L-rhamnopyranoside 
• 52681-72-8 methyl-4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 69557-83-1 methyl-4-O-benzoyl-α-L-rhamnopyranoside 

Downstream Products

• 135129-62-3 Methyl 3,4-di-O-benzoyl-2-O-(2,3,4-tri-O-benzoyl-α-L-fucopyranosyl)-α-L-rhamnopyranoside 
• 135129-62-3 methyl 3,4-di-O-benzoyl-2-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside 
• 96961-38-5 1-O-acetyl-2-O-(3-O-acetyl-4,6-di-O-benzoyl-2-desoxy-2-phthalimido-β-D-glucopyranosyl)-3,4-di-O-benzoyl-α-L-rhamnopyranose 
• 96961-33-0 methyl-2-O-(3-O-acetyl-4,6-di-O-benzoyl-2-desoxy-2-phthalimido-β-D-glucopyranosyl)-3,4-di-O-benzoyl-α-L-rhamnopyranoside 
• 96961-33-0 C₅₁H₄₅NO₁₆ 
• 108438-30-8 methyl 3,4-di-O-benzoyl-2-O-(2,3,4,6-tetra-O-benzoyl-α-L-mannopyranosyl)-α-L-rhamnopyranoside 
• 108438-29-5 methyl 3,4-di-O-benzoyl-2-O-(2,3,4-tri-O-benzoyl-α-L-lyxopyranosyl)-α-L-rhamnopyranoside 
• 96961-32-9 O-(3-O-acetyl-4,6-di-O-benzoyl-2-deoxy-2-phtalimido-β-D-glucopyranosyl)-(1<*>2)-O-(3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1<*>2)-O-(3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1<*>3)-4-O-benzoyl-1,2-O-<1-(exo-cyano)ethylidene>-β-L-rhamnopyranose 
• 101991-13-3 C₃₀H₂₃NO₉ 

Relevant articles and documents

Studies on the conformational flexibility of α-l-rhamnose-containing oligosaccharides using 13C-site-specific labeling, NMR spectroscopy and molecular simulations: Implications for the three-dimensional structure of bacterial rhamnan polysaccha

Bacterial polysaccharides are comprised of a variety of monosaccharides, l-rhamnose (6-deoxy-l-mannose) being one of them. This sugar is often part of α-(1 → 2)- and/or α-(1 → 3)-linkages and we have therefore studied the disaccharide α-l-Rhap-(1 → 2)-α-l

Chemistry of 1-alkoxy-1-glycosyl radicals: The manno- and rhamnopyranosyl series. Inversion of α- to β-pyranosides and the fragmentation of anomeric radicals

The formation and stereoselective quenching of 1-mannopyranosyl radicals by a tributyltin hydride-mediated intramolecular 1,5-hydrogen abstraction sequence is described. A competing process is 1,4-hydrogen atom abstraction leading principally to glucopyran-2-ulosides. Fragmentation of the anomeric radical resulting in the formation of ring opened products is a problem in certain series. The chemistry is dictated to a considerable extent by the nature of the protecting groups employed with the 4,6-benzylidene series and, for rhamnose, the Ley 3,4-dispiroketal, being particularly susceptible to the 1,4-hydrogen atom abstraction but less to the fragmentation. Photochemical conditions are described, in which these side reactions are practically eliminated, and applied to the inversion of an α- to a β-mannoside in a disaccharide.

SYNTHESIS OF THE O-SPECIFIC POLYSACCHARIDE OF SHIGELLA FLEXNERI

A regular heteropolysaccharide built of tetrasaccharide repeating units is synthesised by means of regio- and stereospecific polycondensation of tritylated cyanoethylidene derivative.The polysaccharide obtained is identical with the O-antigenic polysaccharides of Shigella flexneri serotypes 3b, 3c, and variant Y.It also represents the basic chain of O-antigenic polysaccharides of all serotypes of this bacterium.