128473-03-0

Upstream product

• 16741-27-8 2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide 
• 119095-47-5 triethylammonium dibenzyl phosphate 
• 140111-07-5 dibenzyl 2,3,4-tri-O-acetyl-α-L-fucosyl phosphite 
• 64913-16-2 L-fucose tetraacetate 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-fucopyranose 
• 73-34-7 6-deoxy-L-galactose 
• 149717-37-3 Acetic acid (3S,4R,5R,6S)-4,5-diacetoxy-2-(bis-benzyloxy-phosphanyloxy)-6-methyl-tetrahydro-pyran-3-yl ester 
• 1623-08-1 phosphoric acid dibenzyl ester 
• 128571-86-8 2,3,4-tri-O-acetyl-α-L-fucopyranosyl trichloroacetimidate 

Downstream Products

• 30174-43-7 uridine 5-(α-L-fucopyranosyl) diphosphate 

Relevant academic research and scientific papers

Large-scale synthesis of β-L-fucopyranosyl phosphate and the preparation of GDP-β-L-fucose

A practical 15-mmol large-scale synthesis of β-L-fucopyranosyl dicyclohexylammonium phosphate from L-fucose in 63percent overall yield was developed.The synthesis took advantage of a neighboring Bz-2 group participating in a Koenigs-Knorr like glycosylati

Reliable synthesis of various nucleoside diphosphate glycopyranoses

A reliable and high yielding synthetic pathway for the synthesis of the biologically highly important class of nucleoside diphosphate sugars (NDP-sugars) was developed by using various cycloSal-nucleotides 1 and 9 as active ester building blocks. The reaction with anomerically pure pyranosyl1-phosphates 2 led to the target NDP-sugars 20-45 in a nucleophilic displacement reaction, which cleaves the cycloSal moiety in anomerically pure forms. As nucleosides cytidine, uridine, thymi-dine, adenosine, 2′-deoxy-guanosine and 2′,3′-dideoxy-2′,3′- didehydrothymidine were used while the phosphates of D-glucose, D-galactose, D-mannose, DNAc-glucosamine, D-NAc-galactosamine, D-fucose, L-fucose as well as 6deoxy-D-gulose were introduced.

Process for the stereoselective preparation of β-fucopyranosyl phosphates and very pure GDP-fucose

The invention relates to a process for the stereoselective preparation of β-L-fucopyranosyl phosphates via the trichloroacetimidates of protected L-fucose and the synthesis and purification of very pure GDP-fucose from the β-L-fucopyranosyl phosphates.

Glycosyl Imidates, 47. Stereospecific Synthesis of α- and β-L-Fucopyranosyl Phosphates and of GDP-Fucose via Trichloroacetimidate

Reaction of the benzyl- and acetyl-protected α-trichloroacetimidates 1 and 6α with dialkyl and diaryl phosphates in the presence of traces of acid affords stereoselectively the thermodynamically more stable α-L-fucopyranosyl phosphates 2, 7 and 8, respect