351011-73-9

Upstream product

• 226919-64-8 dibutyl 2-O-pivaloyl-3,4,6-tri-O-benzyl-β-D-galactopyranoside phosphate 
• 351011-57-9 2-O-benzoyl-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-α-D-mannopyranose trichloroacetimidate 
• 351011-56-8 p-methoxyphenyl 2-O-benzoyl-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-α-D-mannopyranosyde 
• 351011-59-1 n-4-pentenyl 2-O-benzoyl-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-α-D-mannopyranoside 
• 351011-70-6 p-methoxyphenyl 2-O-benzoyl-3,6-di-O-benzyl-α-D-mannopyranosyde 
• 351011-71-7 2-O-benzoyl-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-α-D-mannopyranose 
• 351011-72-8 n-4-pentenyl 2-O-benzoyl-3,6-di-O-benzyl-α-D-mannopyranoside 
• 123826-52-8 p-methoxyphenyl 3,6-di-O-benzyl-α-D-mannopyranoside 
• 383367-62-2 2-O-acetyl-3,6-di-O-benzyl-4-O-levulinate-α-D-mannopyranoside trichloroacetimidate 
• 383367-65-5 n-pentenyl 2-O-acetyl-3,6-di-O-benzyl-4-O-levulinate-α-D-mannopyranoside 
• 383367-66-6 n-pentenyl-2-O-acetyl-3,6-di-O-benzyl-α-D-mannopyranoside 
• 351011-61-5 n-4-pentenyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-2-O-benzoyl-3,6-di-O-benzyl-α-D-mannopyranoside 

Downstream Products

• 351011-63-7 n-4-pentenyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-[(3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl)-(1->4)]-3,6-di-O-benzyl-α-D-mannopyranoside 

Relevant academic research and scientific papers

Automated Synthesis of Oligosaccharides

The chemical synthesis of oligosaccharides with an automated solid-phase synthesizer is described. An octenediol linker served to attach the growing oligosaccharide chain to the solid support, and the desired structures were cleaved from the support via o

Automated solid-phase synthesis of a branched Leishmania cap tetrasaccharide.

[reaction--see text] Described is the first automated solid-phase synthesis of a branched oligosaccharide by stepwise assembly from monosaccharides. Cap tetrasaccharide 1, found as part of the cell surface lipophosphoglycan (LPG) of the protozoan parasite

Solution and solid-support synthesis of a potential leishmaniasis carbohydrate vaccine

The synthesis of a potential carbohydrate vaccine for the parasitic disease leishmaniasis is described. New solution- and solid-phase synthetic strategies were explored for the assembly of a unique tetrasaccharide antigen found on the Leishmania lipophosphoglycan. An initial solution-phase synthesis relied on thioglycosides as building blocks and the establishment of the central disaccharide from lactal via an oxidation-reduction sequence. A second approach was completed both in solution and on solid support. The solid-phase synthesis relied on assembly from monosaccharide units and was used to evaluate different glycosylating agents in the efficient installation of the galactose β-(1-4) mannoside. Glycosyl phosphates proved most successful in this endeavor. This first solid-phase synthesis of the Leishmania cap provided rapid access to the tetrasaccharide in 18% overall yield while requiring only a single purification step. The synthetic cap tetrasaccharide was conjugated to the immunostimulator Pam3Cys to create fully synthetic carbohydrate vaccine 1 and to the carrier protein KLH to form semisynthetic vaccine 2. Currently, both constructs have entered initial immunological experiments in mice targeted at the development of a vaccine against the parasitic disease leishmaniasis.