100759-11-3

Upstream product

• 530-26-7 D-Mannose 
• 618-31-5 benzylidene dibromide 
• 10257-28-0 D-Galactose 
• 100-39-0 benzyl bromide 
• 20746-64-9 (2S,4aR,7R,8R,8aR)-6-Allyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 
• 48149-72-0 (2S,3R,4S,5R,6R)-2-Allyloxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 1177264-18-4 C₃₄H₃₄O₅S 
• 2595-07-5 allyl D-galactopyranoside 
• 100-44-7 benzyl chloride 
• 100759-10-2 allyl 4,6-di-O-benzylidene-α-D-galactopyranoside 
• 4163-65-9 per-O-acetyl-α-D-mannopyranose 
• 214490-84-3 Allyl 2,3,4,6-Tetra-O-acetyl-D-mannopyranoside 
• 119111-33-0 (3aS,5aR,8R,9aR,9bS)-4-Allyloxy-2,8-diphenyl-hexahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxine 
• 182212-07-3 α,β-O-allyl-D-mannopyranoside 

Downstream Products

• 912651-00-4 2,3,6-tri-O-benzyl-D-mannono-1,5-lactone 
• 912650-53-4 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulosyl-(2->4)-2,3,6-tri-O-benzyl-D-mannono-1,5-lactone 
• 912650-56-7 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-galacto-hept-2-ulosyl-(2->4)-2,3,6-tri-O-benzyl-D-mannono-1,5-lactone 
• 912650-59-0 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-manno-hept-2-ulosyl-(2->4)-2,3,6-tri-O-benzyl-D-mannono-1,5-lactone 
• 119237-94-4 <2R-(2α,4aβ,5α,6β,7β,7aβ)>-Hexahydro-5-methyl-2-phenyl-6,7-bis(phenylmethoxy)cyclopenta-1,3-dioxin 
• 119237-95-5 <2R-(2α,4aβ,5β,6β,7β,7aβ)>-Hexahydro-5-methyl-2-phenyl-6,7-bis(phenylmethoxy)cyclopenta-1,3-dioxin 
• 119237-93-3 (R)-1,2-Dideoxy-3,4-bis-O-(phenylmethyl)-5,7-O-(phenylmethylene)-D-manno-hept-1-enitol 
• 119111-10-3 Imidazole-1-carbothioic acid O-[(2R,4R,5R)-4-((1R,2R)-1,2-bis-benzyloxy-but-3-enyl)-2-phenyl-[1,3]dioxan-5-yl] ester 
• 61893-74-1 allyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside 
• 56083-16-0 1-O-Allyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside 
• 912651-01-5 2,3,4-tri-O-benzyl-D-galactono-1,5-lactone 
• 912650-99-8 2,3,6-tri-O-benzyl-D-galactono-1,5-lactone 
• 912650-52-3 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-gluco-hept-2-ulosyl-(2->4)-2,3,6-tri-O-benzyl-D-galactono-1,5-lactone 
• 912650-55-6 3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-galacto-hept-2-ulosyl-(2->4)-2,3,6-tri-O-benzyl-D-galactono-1,5-lactone 

Relevant academic research and scientific papers

Potent Neutralizing Antibodies Elicited by RBD-Fc-Based COVID-19 Vaccine Candidate Adjuvanted by the Th2-Skewing iNKT Cell Agonist

The development of a safe and effective COVID-19 vaccine is of paramount importance to terminate the current pandemic. An adjuvant is crucial for improving the efficacy of the subunit COVID19 vaccine. α-Galactosylceramide (αGC) is a classical iNKT cell agonist which causes the rapid production of Th1- and Th2-associated cytokines; we, therefore, expect that the Th1- or Th2-skewing analogues of αGC can better enhance the immunogenicity of the receptor-binding domain in the spike protein of SARS-CoV-2 fused with the Fc region of human IgG (RBD-Fc). Herein, we developed a universal synthetic route to the Th1-biasing (α-C-GC) and Th2-biasing (OCH and C20:2) analogues. Immunization of mice demonstrated that αGC-adjuvanted RBD-Fc elicited a more potent humoral response than that observed with Alum and enabled the sparing of antigens. Remarkably, at a low dose of the RBD-Fc protein (2 μg), the Th2-biasing agonist C20:2 induced a significantly higher titer of the neutralizing antibody than that of Alum.

C-Glycosyl amino acids through hydroboration-cross-coupling of exo-glycals and their application in automated solid-phase synthesis

O-Glycosylation is one of the most important post-translational modifications of proteins. The attachment of carbohydrates to the peptide backbone influences the conformation as well as the solubility of the conjugates and can even be essential for binding to specific ligands in cell-cell interactions or for active transport over membranes. This makes glycopeptides an interesting class of compounds for medical applications. To enhance the long-term availability of these molecules in vivo, the stabilization of the glycosidic bond between the amino acid residue and the carbohydrate is of interest. The described modular approach affords β-linked C-glycosyl amino acids by a sequence of Petasis olefination of glyconolactones, stereoselective hydroboration and a mild B-alkyl-Suzuki coupling reaction. The coupling products were transformed to C-glycosyl amino acid building-blocks suitable for solid-phase synthesis and successfully incorporated into a partial sequence of the tumor-associated MUC1-glycopeptide. The resulting C-glycopeptides are candidates for the development of long-term stable mimics of O-glycopeptide vaccines. Copyright

Glycosylation catalyzed by a chiral bronsted acid

"Chemical equation presented" The use of a chiral Bronsted acid catalyst for the activation of trichloroacetimidate glycosyl donors has been demonstrated for the first time. In toluene the chirality of the acid catalyst is seen to influence the stereochem

Synthesis of 1-deoxyhept-2-ulosyl-glycono-1,5-lactone utilizing α-selective O-glycosidation of 2,6-anhydro-1-deoxy-d-hept-1-enitols

A series of 1-deoxy-heptulo-2-pyranosyl-glycono-1,5-lactones were synthesized utilizing completely α-selective O-glycosidation of heptenitols. Anomeric configuration of the products was confirmed by 3JC,H coupling measurement and X-ray crystal structural analysis. The benzyl-protected ketosyl saccharides were partly unstable, and glycosidic linkage was prone to cleave under the usual debenzylation conditions. To prevent this, we surveyed various additives for the Pd-catalyzed hydrogenation reaction and found that basic alumina was the most effective.

Stereochemical Control in Hex-5-enyl Radical Cyclizations: From Carbohydrates to Carbocycles. 3

The hex-5-enyl radical cyclization reaction was applied to prepare highly oxygenated cyclopentanoids from aldopyranose sugars.The Wittig reaction of the sugars readily provides hex-5-en-1-ols which were converted to hex-5-enyl radicals via one of the vari

Syntheses of Methyl 4-O-(β-D-Curacosyl)-α-D-curamicoside, the Glycoside of the Disaccharide Moiety E-F of Flambamycin and Isomers

By application of the tetraisopropyldisiloxy function a five-step synthesis of the selectively protected 2,6-di-O-methylmannopyranoside 5a is achieved.Additionally several steps are used to transfer the galactopyranoside 7 into the α-bromide of 4-O-methyl