187233-24-5

Upstream product

• 28915-80-2 2,3,4-tri-O-acetyl-L-fucopyranose 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-fucopyranose 
• 6696-41-9 alpha-L-fucose 
• 108-98-5 thiophenol 
• 584-08-7 potassium carbonate 
• 127061-10-3 phenyl 2,3,4-tri-O-acetyl-1-thio-L-fucopyranoside 
• 167612-34-2 phenyl 6-deoxy-2,3,4-tri-O-acetyl-1-thio-β-L-galactopyranoside 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-β-L-fucopyranose 
• 73-34-7 6-deoxy-L-galactose 
• 16741-27-8 2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide 

Downstream Products

• 196397-59-8 phenyl 3,4-O-isopropylidene-1-thio-β-L-fucopyranoside 
• 957795-23-2 phenyl 3,4-O-benzylidene-1-thio-β-L-fucopyranoside 
• 957795-22-1 phenyl 3,4-O-benzylidene-1-thio-β-L-fucopyranoside 
• 912478-19-4 phenyl 2,3-O-(2',3'-dimethoxy-2',3'-dimethylbutane)-1-thio-β-L-fucopyranoside 
• 912478-23-0 phenyl 2,3-O-(2',3'-dimethoxy-2',3'-dimethylbutane)-1-thio-β-L-quinovopyranoside 
• 639507-67-8 phenyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-1-thio-β-L-glucopyranoside 
• 424820-76-8 phenyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-L-glucopyranoside 
• 157135-66-5 phenyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranosyl sulfoxide 
• 33639-74-6 (2R,3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-2-methoxy-6-methyltetrahydro-2H-pyran 

Relevant academic research and scientific papers

An efficient synthetic route to O-(2-O-benzyl-3,4-di-O-acetyl-α/β-L-fucopyranosyl)-trichloroacetimidate

An efficient synthetic route to prepare O-(2-O-benzyl-3,4-di-O-acetyl-α/β-L-fucopyranosyl)-trichloroacetimidate from L-fucose was developed by introducing the thiophenyl group at the anomeric center and the benzylidene functional group to protect the 3 an

Kilogram scale chemical synthesis of 2′-fucosyllactose

A scalable synthetic procedure to high quality 2′-fucosyllactose, the most abundant oligosaccharide in human breast milk, has been designed and validated in kilogram scale. The synthetic route has been developed to suit industrial environment and contains

Total synthesis of trifluorobutyryl-modified, protected sialyl Lewis X by a convergent [2+2] approach

Structural and quantitative changes in the expression of sialic acid residues on the surface of eukaryotic cells profoundly influence a broad range of biological processes including inflammation, antigen recognition, microbial attachment and tumour metastasis. Uptake and incorporation of sialic acid analogues in mammalian cells enable structure-function studies and perturbation of specific recognition events. Our group has recently shown that a trifluorobutyryl-modified sialic acid metabolite diminishes the adhesion of mammalian cells to E and P-Selectin, presumably by leading to the expression of fluorinated sLex epitopes on cell surfaces, and interfering with the sLex-selectin interactions that are well known in mediating tumour cell migration (J. Med. Chem. 2010, 53, 4277). For studies directed towards understanding the molecular basis of this reduced adhesion, chemical synthesis of trifluorobutyrylated sialyl Lewis X (C4F3-sLex) was crucial. We have developed a highly efficient [2+2] approach for the assembly of C4F3-sLex on a preparative scale that contains versatile protective groups allowing the glycan to be surface immobilized or solubilized as needed for biophysical studies to investigate selectin interactions. This strategy can, in principle, be used for preparation of other N-modified sLex analogues.

Gram-scale synthesis of an armed colitose thioglycoside

A concise gram-scale synthesis of protected colitose thioglycosides for use in bacterial carbohydrate antigen synthesis is described. The synthesis proceeds in six steps and 59-70% overall yield from commercially available L-fucose, making it the most eff

Synthesis of all eight stereoisomeric 6-deoxy-l-hexopyranosyl donors - Trends in using stereoselective reductions or mitsunobu epimerizations

The synthesis of all eight rare but biologically important 6deoxy-L-hexoses as their thioglycoside glycosyl donors starting from the commercially available L-rhamnose or L-fucose is reported. The synthesis of all eight 6-deoxy-L-hexoses was accomplished u

METHOD FOR THE SYNTHESIS OF A TRISACCHARIDE

The present invention relates to an improved synthesis of a trisaccharide of the formula (1), novel intermediates used in the synthesis and the preparation of the intermediates.

NOVEL METHOD FOR THE SYNTHESIS OF A TRISACCHARIDE

The present invention relates to an improved synthesis of a trisaccharide of the formula, novel intermediates used in the synthesis and the preparation of the intermediates.

SYNTHESIS OF 2 ' -O-FUCOSYLLACTOSE

The present invention relates to an improved synthesis of a trisaccharide of the formula, novel intermediates used in the synthesis and the preparation of the intermediates.

SYNTHESIS OF 2'-O-FUCOSYLLACTOSE

The present invention relates to an improved synthesis of a trisaccharide of the formula (1), novel intermediates used in the synthesis and the preparation of the intermediates.

Preparation of Thiosugars and Their Use

A process for the preparation of a thiosaccharide represented by Saccharide-S-H wherein Saccharide comprises at least 4 sugar units, comprises subjecting a corresponding compound of the formula (P)Saccharide-S-(P) wherein (P) represents an O- or S-protecting group(s), to Birch reduction.