160776-15-8

Upstream product

• 55277-90-2 Di-S-(2-pyridyl) dithiocarbonate 
• 162118-38-9 (3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-ol 

Downstream Products

• 182417-15-8 1-(2',3',4'-tri-O-benzyl-β-L-fucopyranosyl)-thymine 
• 198469-46-4 tert-Butyl-{(3aR,4S,6S,7aR)-2,2-dimethyl-6-[2-methyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxymethyl]-hexahydro-benzo[1,3]dioxol-4-yloxy}-diphenyl-silane 
• 198469-40-8 (3aR,5S,7R,7aR)-7-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-5-[2-methyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxymethyl]-hexahydro-benzo[1,3]dioxol-5-ol 
• 198469-36-2 C₅₆H₇₄O₁₉ 
• 218792-62-2 2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6S)-3,4,5-triacetoxy-6-[(3S,6S,8S,8aS)-8-benzyloxy-5-oxo-3-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-octahydro-indolizin-6-yloxy]-tetrahydro-pyran-2-ylmethyl ester 
• 438216-16-1 (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-O-(1->4)-3-O-benzoyl-6-O-benzyl-1,2,-dideoxy-D-glucopyranose 
• 438216-17-2 (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-O-(1->4)-6-O-benzyl-1,2,-dideoxy-D-glucopyranose 
• 438216-20-7 (4,6-O-benzylidene-3-O-[(S)-1-(oxycarbonyl)-2-cyclohexylethyloxy]-β-D-galactopyranosyl-O-(1->3)-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-O-(1->4)]-6-O-benzyl-1,2-dideoxy-D-glucopyranose 
• 438216-18-3 (2-O-benzoyl-4,6-O-benzylidene-3-O-[(S)-1-(methoxycarbonyl)-2-cyclohexylethyloxy]-β-D-galactopyranosyl-O-(1->3)-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-O-(1->4)]-6-O-benzyl-1,2-dideoxy-D-glucopyranose 
• 438216-19-4 (2-O-benzoyl-4,6-O-benzylidene-3-O-[(S)-1-(oxycarbonyl)-2-cyclohexylethyloxy]-β-D-galactopyranosyl-O-(1->3)-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-O-(1->4)]-6-O-benzyl-1,2-dideoxy-D-glucopyranose 

Relevant academic research and scientific papers

The stereocontrolled synthesis of 1,2-trans hexopyranosyl nucleosides via a novel anomeric activation

The coupling of 2-(2',3',4',6'-tetra-O-benzyl-β-D-hexopyranosyloxy)-3-methoxypyridin e as well as 2-(2',3',4',6'-tretra-O-benzyl-β-D-hexopyranosyl)-thiopyridylcarbona te, with silylated pyrimidine bases by activation with trimethylsilyl trifluoromethanesulfonate and silver triflate respectively afforded the corresponding 1,2-trans nucleosides with high selectivity.

Synthesis of a potent antagonist of E-selectin.

A synthesis of an antagonist of E-selectin previously reported by a group at Novartis Pharma in Basel is described. An important feature involves the formation of an ether linkage based on a Rh(II)-catalyzed reaction. Stereocontrolled glycosylations rely on the anomeric activation of 2-pyridylthio carbonate as leaving group for the attachment of beta-D-galactopyranosyl and alpha-L-fucopyranosyl units on a common 1,5-anhydro D-glucitol scaffold.