136737-75-2

Upstream product

• 64650-81-3 allyl α-L-rhamnopyranoside 
• 98-88-4 benzoyl chloride 
• 518975-22-9 allyl 3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside 
• 114284-06-9 allyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 114284-07-0 allyl 4-O-benzoyl-α-L-rhamnopyranoside 
• 100639-25-6 allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 183613-31-2 allyl 3-O-acetyl-2,4-di-O-benzoyl-α-L-rhamnopyranoside 
• 73-34-7 L-rhamnose 

Downstream Products

• 136737-76-3 allyl O-(4-O-acetyl-2,3-di-O-methyl-α-L-fucopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside 
• 242473-77-4 allyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside 
• 541503-05-3 allyl 3-O-acetyl-2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside 
• 666845-81-4 allyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1-> 2)-3,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1-> 3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside 
• 911040-15-8 allyl (2,4-di-O-benzoyl-3-O-levulinoyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside 
• 541503-06-4 allyl 2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside 
• 89202-38-0 2,3,4-Tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranose 
• 255894-68-9 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranosyl 2,2,2-trichloroacetamidate 
• 287203-85-4 Ethyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzoyl-1-thio-α-L-rhamnopyranoside 

Relevant academic research and scientific papers

A general method for the synthesis of oligosaccharides consisting of α-(1→2)- and α-(1→3)-linked rhamnan backbones and GlcNAc side chains

A general method has been developed for the synthesis of oligosaccharides consisting of (1→2)- and (1→3)-linked rhamnans with GlcNAc side chains. As examples, highly effective and convergent syntheses of two decasaccharides in the O polysaccharide moiety of the lipopolysaccharide of the phytopathogenic bacterium Pseudomonas syringae pv. ribicola NCPPB 1010 were achieved. The two decasaccharides consist of O polysaccharide repeating units I+II and II+I, respectively. Allyl 3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside, allyl 2-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranoside, 2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl trichloroacetimidate, and 3-O-acetyl-2,4-di-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate, which were obtained by highly regioselective 3-O-acylations, were used as the key synthons to obtain the required α-(1→2)- and α-(1→3)-linked rhamnoocta saccharide acceptors with 33- and 37-free hydroxyl groups. Therefore, several disaccharides were synthesized, from which tetrasaccharides and hexasaccharides were then synthesized. Coupling of the hexasaccharide donors with the disaccharide acceptors gave the octasaccharide acceptors. Finally, the coupling of 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate with the octasaccharide acceptors, followed by deprotection, afforded the two target decasaccharides. A repeating hexasaccharide unit of the cell wall polysaccharide of β-hemolytic Streptococci Group A was also synthesized in a similar way.

Synthesis of β-D-GlcpNAc-(1→3)-α-L-Rhap-(1→2)-[β-L-Xylp- (1→4)]-α-L-Rhap-(1→3)-α-L-Rhap, the repeating unit of the O-antigen produced by Pseudomonas solanacearum ICMP 7942

An efficient synthesis of β-D-GlcpNAc-(1→3)-α-L-Rhap-(1→2)-[β-L-Xylp- (1→4)]-α-L-Rhap-(1→3)-α-L-Rhap, the repeating unit of the O-antigen produced by Pseudomonas solanacearum ICMP 7942 and its isomer β-D-GlcpNAc-(1→3)-α-L-Rhap-(1→4)-[β-L-Xylp- (1→2)]-α-L-

Synthesis of allyl glycosides for conversion into neoglycoproteins bearing epitopes of mycobacterial glycolipid antigens

Neoglycoproteins bearing key glycosyl substituents of several glycopeptidolipid antigens of pathogenic Mycobacterium species have been synthesized.Allyl glycosides of the terminal 6-deoxyhexose-containing units of the antigens were prepared, with appropri