134136-22-4

Basic information

• Product Name: allyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside
• Synonyms: allyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside
• CAS NO: 134136-22-4
• Molecular Weight: 336.385
• Mol File: 134136-22-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: allyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: allyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside(134136-22-4)
• EPA Substance Registry System: allyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside(134136-22-4)

Safety Data

• Hazardous Substances Data: 134136-22-4(Hazardous Substances Data)

Upstream product

• 89821-77-2 Allyl 4-O-benzyl-2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 100639-25-6 allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 64650-81-3 allyl α-L-rhamnopyranoside 
• 89821-78-3 allyl 4-O-benzyl-α-L-rhamnopyranoside 
• 6014-42-2 L-rhamnose 
• 73-34-7 L-rhamnose 
• 100-39-0 benzyl bromide 
• 64-19-7 acetic acid 
• 1445-45-0 Trimethyl orthoacetate 

Downstream Products

• 134136-24-6 allyl 3-O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside 
• 142545-56-0 allyl 3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside 
• 142545-57-1 allyl 3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-4-O-benzyl-α-L-rhamnopyranoside 
• 134136-26-8 allyl 3-O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-4-O-benzyl-α-L-rhamnopyranoside 
• 134136-28-0 allyl 2-O-(2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-3-O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-4-O-benzyl-α-L-rhamnopyranoside 
• 1092100-23-6 allyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside 
• 441777-40-8 allyl (2,3,4,6-tetra-O-benzyl-D-glucopyranosyl)-(1→3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside 
• 1091625-22-7 allyl (3,4-di-O-benzyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside 
• 1381853-40-2 C₄₅H₄₈O₁₂ 
• 1091625-15-8 (3,4-di-O-benzyl-2-O-levulinoyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α/β-L-rhamnopyranose trichloroacetimidate 
• 1091625-32-9 allyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside 

Relevant articles and documents

Glycoconjugates and use thereof as vaccine against Shigella flexneri serotype 3a and X

The present invention relates to compounds derived from sugars which reproduce the epitopes of Shigella flexneri serotypes 3a and X and to the use thereof for the preparation of vaccine compositions. More specifically, the subject matter of the present in

Synthesis of branched tri- to pentasaccharides representative of fragments of Shigella flexneri serotypes 3a and/or X O-antigens

Fragments of the {2)-[α-d-Glcp-(1→3)]-α-l-Rhap-(1→2)-α-l-Rhap-(1→3)-[Ac→2]-α-l-Rhap-(1→3)-β-d-GlcpNAc-(1→}n ((E)ABAcCD)n polymer were synthesized. D(E)A, CD(E)A, AcCD(E)A were obtained according to a linear strategy, whereas BCD(E)A and BAcCD(E)A were derived from the condensation of appropriate BC and D(E)A building blocks. Oligosaccharides were synthesized as their propyl glycoside, relying on (i) the efficient trichloroacetimidate chemistry, (ii) a common EA allyl glycoside, and (iii) a 2-trichloroacetamido-d-glucopyranose precursor to residue D. Final Pd/C-mediated deprotection, run under a high pressure of hydrogen, ensured O-acetyl stability. All targets are parts of the O-antigen of Shigella flexneri 3a, a prevalent serotype. Non-O-acetylated oligosaccharides are shared by the S. flexneri serotype X O-antigen.

Synthesis and NMR study of a linear pentasaccharide fragment of the Shigella flexneri 5a O-specific polysaccharide

A convergent chemical synthesis of the methyl glycoside of the linear epitope α-D-Glcp-(1→3)-α-L-Rhap-(1→3)-α-L-Rhap- (1→3)-β-D-GlcNAcp-(1→2)-α-L-Rhap (EBCDA) corresponding to the ramification of the O-antigen of Shigella flexneri serotype 5a is described