887478-25-3

Upstream product

• 108-24-7 acetic anhydride 
• 160243-08-3 ethyl 4-O-benzoyl-2-O-benzyl-1-thio-β-L-fucopyranoside 
• 100-39-0 benzyl bromide 
• 707-07-3 orthobenzoic acid trimethyl ester 

Downstream Products

• 887478-26-4 2-(trimethylsilyl)ethyl 3-O-acetyl-4-O-benzoyl-2-O-benzyl-α-L-fucopyranolyl-(1->4)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-glucopyranoside 
• 887478-27-5 2-(trimethylsilyl)ethyl 2-O-benzyl-α-L-fucopyranolyl-(1->4)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-glucopyranoside 
• 1240385-88-9 octyl 3-O-cetyl-4-O-benzoyl-2-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside 
• 1240385-86-7 octyl 3-O-acetyl-4-O-benzoyl-2-O-benzyl-α-L-fucopyranoside 

Relevant academic research and scientific papers

Effect of Anomeric Configuration on Stereocontrolled α-Glycosylation of l -Fucose

In this letter, we report an approach to the stereoselective α-glycosylation of l -fucose that is exemplified by effect of anomeric configuration. The neighboring group participation is not compatible with α-glycosylation of l -fucose, therefore the remote participation by 4- O -Bz was employed to control the formation of 1,2- cis -glycosidic bond. Furthermore, we found the anomeric configuration of fucose donor is crucial to stereoselectivity of the glycosylated products. The α/β-mixed products were generated by using β-anomeric donor while the glycosyl donor in α configuration yielded products in high α-selectivity possibly due to the distinct pathway to forming the key intermediates. This phenomenon supplies the basis for the synthesis of complicated natural carbohydrates containing fucose α-glycoside, such as fucoidans, fucosylated N -glycans, and fucosylated chondroitin sulfates, etc.

Convenient synthesis of sulfated oligofucosides

Two types of sulfated octyl tetra- to octaoligofucosides with different sulfation patterns were synthesized employing a combination of stepwise elongation and convergent strategies in which trichloroacetimidates and thioglycosides were selected as the glycosyl donors.

Synthesis of tetrasaccharide repeating unit of the O-antigen from enterohemorrhagic Escherichia coli O157 in the form of its 2-(trimethylsilyl) ethyl glycoside

Two α-linked disaccharide derivatives, ethyl 3,4,6-tri-O-acetyl-2- azido-2-deoxy-α-D-galactopyranosyl-(1 → 2)-4-azido-3-O-benzyl-4,6- dideoxy-1-thio-α-D-mannopyranoside (10) and 2-(trimethylsilyl)ethyl 3-O-acetyl-4-O-benzoyl-2-O-benzyl-α-L-fucopyranosyl-(