71672-13-4

Upstream product

• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-fucopyranose 
• 153658-86-7 (2S,3R,4R,5S,6R)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 73-34-7 6-deoxy-L-galactose 
• 959774-86-8 p-methylphenyl 1-thio-β-L-fucopyranoside 
• 211801-54-6 p-methylphenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 162118-38-9 (3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-ol 
• 199850-98-1 2-Pyridyl 2,3,4-tri-O-acetyl-1-thio-β-L-fucopyranoside 
• 199851-12-2 2-Pyridyl 1-thio-α-L-fucopyranoside 
• 16741-27-8 2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide 
• 126330-74-3 2-Pyridyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside 
• 126330-69-6 2-((3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ylsulfanyl)-pyridine 

Relevant academic research and scientific papers

A novel O-fucosylation strategy preactivated by (p-Tol)2SO/Tf2O and its application for the synthesis of Lewis blood group antigen Lewisa

Based on a preactivation strategy using (p-Tol)2SO/Tf2O, a new O-fucosylation method with thioglycoside as donor under mild conditions was reported. High yields and excellent α-stereoselectivities of the fucosylation were obtained wi

Neighboring-group participation by C-2 ether functions in glycosylations directed by nitrile solvents

Ether-protecting functions at C-2 hydroxy groups have been found to play participating roles in glycosylations when the reactions are conducted in nitrile solvent mixtures. The participation mechanism is based on intramolecular interaction between the lone electron pair of the oxygen atom of the C-2 ether function and the nitrile molecule when they are positioned in a cis configuration. A 1,2-cis glycosyl oxazolinium intermediate is formed. This participation, in conjunction with the anomeric effect of the glycosyl donor, confers high 1,2-trans selectivities on glycosylations. Further application of this concept has led to efficient preparations of α-(1→5)-arabinan oligomers.

Stereoselective synthesis of α-O-fucosylated serine, threonine, tyrosine and saccharides

Stereoselectiye fucosylation of Boc-Ser/Thr/Tyr-OMe 2-4 and several saccharide alcohols 5-7 by coupling with 2-pyridyl tri-O-benzyl-1-thio-β-L-fucosyl donor 1b under iodomethane activation procedure results in the formation of α-linked fucosylated amino a

New Synthetic Methods and Reagents for Complex Carbohydrates. VII. Syntheses and Glycosylation Reactions of Glycopyranosyl Dimethylphosphinothioate Series Having a Nonparticipating Group at the C-2 Position

Several glycopyranosyl dimethylphosphinothioates having a nonparticipating group at the C-2 position could be easily prepared by reactions of the corresponding glycopyranose and dimethylphosphinothioyl chloride using butyllithium as a base in tetrahydrofu

A MILD GENERAL METHOD FOR THE SYNTHESIS OF α-LINKED DISACCHARIDES

Stereoselective α-glycosylations may be achieved using stable 2-pyridyl thioglycosides (anomeric mixture) having a non-participating 2-substituent as glycosyl donor and methyl iodide as an activator.