324041-19-2

Upstream product

• 324041-18-1 3,4,6-tri-O-benzoyl-α-D-mannopyranose 1,2-(allyl orthoacetate) 
• 13242-53-0 acetobromomannose 
• 55864-95-4 3,4,6-tri-O-acetyl-1,2-O-(allyloxyethylidene)-β-D-mannopyranose 
• 136944-92-8 1,2-O-(Allyloxyethyliden)-β-D-mannopyranose 
• 324041-49-8 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl 2,2,2-trichloroacetimidate 
• 578007-57-5 allyl-3,4,6-tri-O-benzoyl-α-D-mannopyranoside 
• 431981-86-1 3,4,6-tri-O-benzoyl-α-D-mannopyranose 1,2-(allyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosid-2-yl orthoacetate) 

Downstream Products

• 324041-20-5 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1-> 2)-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate 
• 324041-21-6 allyl (3,4,6-tri-O-benzoyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzoyl-α-D-mannopyranoside 
• 684269-07-6 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->2)-3,4,6-tri-O-benzoyl-α-D-mannopyranose 

Relevant academic research and scientific papers

Novel template-assembled oligosaccharide clusters as epitope mimics for HIV-neutralizing antibody 2G12. Design, synthesis, and antibody binding study

The synthesis of a new class of template-assembled oligomannose clusters as the mimics of the epitope of the HIV-neutralizing antibody 2G12 is described. The novel oligomannose clusters were successfully assembled on a cyclic decapeptide template using th

Synthesis of α-Manp-(1→2)-α-Manp-(1→3)-α-Manp-(1→3)-Manp, the tetrasaccharide repeating unit of Escherichia coli O9a, and α-Manp-(1→2)-α-Manp-(1→2)-α-Manp-(1→3)- α-Manp-(1→3)-Manp, the pentasaccharide repeating unit of E. coli O9 and Klebsiella O3

The tetrasaccharide repeating unit of Escherichia coli O9a, α-D-Manp-(1→2)-α-D-Manp-(1→3)-α-D-Manp- (1→3)-D-Manp, and the pentasaccharide repeating unit of E. coli O9 and Klebsiella O3, α-D-Manp-(1→2)-α-D-Manp-(1→2)-α-D-Manp- (1→3)-α-D-Manp-(1→3)-D-Manp, were synthesized as their methyl glycosides. Thus, selective 3-O-allylation of p-methoxyphenyl α-D-mannopyranoside via a dibutyltin intermediate gave p-methoxyphenyl 3-O-allyl-α-D-mannopyranoside (2) in good yield. Benzoylation (→3), then removal of 1-O-methoxyphenyl (→4), and subsequent trichloroacetimidation afforded the 3-O-allyl-2,4,6-tri-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate (5). Condensation of 5 with methyl 4,6-O-benzylidene-α-D-mannopyranoside (6) selectively afforded the (1→3)-linked disaccharide 7. Benzoylation of 7, debenzylidenation, benzoylation, and deallylation gave methyl 2,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1→3)-2,4,6-tri-O-benzoyl- α-D-mannopyranoside (11) as the disaccharide acceptor. Coupling of 11 with (1→2)-linked mannose disaccharide donor 17 or trisaccharide donor 21, followed by deacylation, furnished the target tetrasaccharide and pentasaccharide, respectively.

A facile synthesis of mannose tri- and tetrasaccharide repeating units of fungal cell-wall polysaccharide from Microsporum and Trychophyton species

A facile synthesis of the trisaccharide α-D-mannopyranosyl-(1→2)-α-D-mannopyranosyl-(1→6) -α-D-mannopyranose and the tetrasaccharide α-D-mannopyranosyl-(1→2)-α-D-mannopyranosyl-(1→6) -α-D-mannopyranosyl-(1→6)-D-mannopyranose, the repeating units of fungal cell-wall polysaccharide from Microsporum gypseum and Trychophyton, was achieved using α(1→2)-linked disaccharide imidate as the donor. The disaccharide imidate was prepared from the self-condensation of 3,4,6-tri-O-benzoyl-1,2-O-allyloxyethylidene-β-D-mannopyranose.

Highly efficient synthesis of the mannose nonasaccharide of the N-glycan expressed on the HIV glycoprotein gp 120

A highly concise and effective synthesis of the mannose nonasaccharide of the glycan expressed on the HIV protein gp 120 was achieved via TMSOTf promoted selective 6-glycosylation of a tetrasaccharide 4,6-diol acceptor with a pentasaccharide donor followed by deprotection. The pentasaccharide was constructed by selective 3,6-diglycosylation of 1,2-O-ethylidene-β-D-mannopyranose with 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1→2)-3,4,6- tri-O-benzoyl-α-D-mannopyranosyl trichloroimidate while the tetrasaccharide was obtained by selective 3-O-glycosylation of allyl 4,6-O-benzilidene-α-D-mannopyranoside with 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1→2)-3,4,6-tri-O- benzoyl-α-D-mannopyranosyl-(1→2)-3,4,6-tri-O-benzoyl-α-D- mannopyranosyl trichloroimidate.

Concise and effective synthesis of α(1→2)-linked manno- and rhamnopyranosyl oligosaccharides and related antigenic factor 4 and dominant of antigenic factor 6

A highly concise and effective synthesis of α(1→2)linked manno- and rhamnopyranosyl oligosaccharides was achieved via TMSOTf promoted condensation of the corresponding benzoylated monosaccharide alkyl orthoester, α(1→2)-Linked mannosyl tetra- and octasaccharide, rhamnosyl tetrasaccharide, antigenic factor 4, and dominant of antigenic factor 6 were readily synthesized by the new method.