787623-80-7

Upstream product

• 108-24-7 acetic anhydride 
• 479252-05-6 ((2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-p-tolylsulfanyl-tetrahydro-pyran-2-yl)-methanol 
• 1262201-93-3 p-methylphenyl 6-O-acetyl-1-thio-β-D-glucopyranoside 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 1206803-28-2 p-methylphenyl 2,3,4-tri-O-benzyl-6-O-triethyl-silyl-1-thio-β-D-glucopyranoside 
• 1152-39-2 p-methylphenyl 1-thio-β-D-glucopyranoside 
• 28244-94-2 p-tolyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 
• 106-45-6 para-thiocresol 
• 604-69-3 β-D-glucose pentaacetate 
• 762287-68-3 p-tolyl-2,3,4-tri-O-benzyl-6-O-trityl-1-thio-β-D-glucopyranoside 
• 819814-42-1 β-1-p-tolylthio-6-O-trityl-D-glucopyranose 

Downstream Products

• 38184-15-5 methyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1<*>6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 103093-89-6 methyl 6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 53810-61-0 methyl 2,3,4-tri-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 88567-49-1 6-O-acetyl-2,3,4-tri-O-benzyl-D-glucopyranose 
• 158021-47-7 (2S,3S,4R)-1-(α-D-glucopyranosyloxy)-2-hexacosanoylamino-3,4-octadecanediol 
• 479252-05-6 ((2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-p-tolylsulfanyl-tetrahydro-pyran-2-yl)-methanol 

Relevant academic research and scientific papers

A metal free mild and green approach for tandem opening of 4,6-O-benzylidene acetals to their corresponding 6-O-acetyl derivatives: Application in the synthesis of a trisaccharide using one-pot glycosylation reactions

An efficient and high yielding reaction for tandem opening of 4,6-O-benzylidene derivatives (gluco, galacto, manno, 2-phthalimido-2-deoxy glucosides) to their corresponding 6-O-acetyl derivatives has been established under metal free condition using 60% solution of aqueous acetic acid (v/v). The reaction is equally pertinent for large scale synthesis and also for disaccharide glycosides. Its application for the construction of a building block towards synthesis of a trisaccharide part related to Pseudomonas aeruginosa utilizing one-pot glycosylation reactions has also been described.

A mild method for regioselective de-O-methylation of saccharides by Co2(CO)8/Et3SiH/CO system

A new method for cleaving methyl ethers off protected saccharides using Co2(CO)8/Et3SiH/CO system was developed. The method showed regioselectivity in different protected monosaccharides with various anomeric groups. The p

HUMAN iNKT CELL ACTIVATION USING GLYCOLIPIDS

Glycosphingolipids (GSLs) compositions and methods for iNKT-independent induction of chemokines are disclosed.

HUMAN iNKT CELL ACTIVATION USING GLYCOLIPIDS WITH ALTERED GLYCOSYL GROUPS

Glycosphingolipids (GSLs) bearing α-glucose (α-Glc) that preferentially stimulate human invariant NKT (iNKT) cells are provided. GSLs with α-glucose (α-Glc) that exhibit stronger induction in humans (but weaker in mice) of cytokines and chemokines and exp

Conformational effects on glycoside reactivity: Study of the high reactive conformer of glucose

The effect of conformation on glycoside reactivity was investigated by studying the hydrolysis of a selection of 3,6-anhydroglucosides as models for glucose in the highly reactive 1C4 conformation. Methyl 3,6-anhydro-β-D-glucopyranoside was found to hydrolyze 200-400 times faster than methyl glucosides in the 4C1 conformation, while methyl 3,6-anhydro-β-D-galactopyranoside, which is in the B1,4 conformation, was less reactive than methyl β-D-galactopyranoside. Methyl (3,6-anhydro-β-D-glucopyranosyl)-(1 → 6)-α-D-glucopyranoside, methyl (3,6-anhydro-α-D-glucopyranosyl)-(1 → 6)-α-D- glucopyranosyl-(1 → 6)-α-D-glucopyranoside, and methyl (3,6-anhydro-β-D-glucopyranosyl)-(1 → 6)-α-D-glucopyranosyl-(1 → 6)-α-D-glucopyranoside were prepared and found to react selectively at the anhydro residue. The finding that 1C4 conformers of glucosides are highly reactive species is in accordance with and supports previous results showing that axial OH groups are less electron withdrawing than equatorial OH groups.