138552-47-3

Basic information

• Product Name: dibenzyl 2,3,4-tri-O-benzoyl-β-L-fucopyranosyl 1-phosphate
• Synonyms: dibenzyl 2,3,4-tri-O-benzoyl-β-L-fucopyranosyl 1-phosphate
• CAS NO: 138552-47-3
• Molecular Weight: 736.712
• Mol File: 138552-47-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: dibenzyl 2,3,4-tri-O-benzoyl-β-L-fucopyranosyl 1-phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: dibenzyl 2,3,4-tri-O-benzoyl-β-L-fucopyranosyl 1-phosphate(138552-47-3)
• EPA Substance Registry System: dibenzyl 2,3,4-tri-O-benzoyl-β-L-fucopyranosyl 1-phosphate(138552-47-3)

Safety Data

• Hazardous Substances Data: 138552-47-3(Hazardous Substances Data)

Upstream product

• 1623-08-1 phosphoric acid dibenzyl ester 
• 131897-73-9 2,3,4-tri-O-benzoyl-α-L-fucopyranosyl bromide 
• 64913-16-2 L-fucose tetraacetate 
• 98-88-4 benzoyl chloride 
• 73-34-7 6-deoxy-L-galactose 
• 93-97-0 benzoic acid anhydride 
• 140223-15-0 (3S,4R,5R,6S)-6-methyltetrahydro-2H-pyran-2,3,4,5-tetrayl tetrabenzoate 
• 180476-30-6 2,3,4-tri-O-benzoyl-α-L-fucopyranosyl-1-trichloroacetoimidate 
• 119095-47-5 triethylammonium dibenzyl phosphate 
• 180476-31-7 ethyl 2,3,4-tri-O-benzoyl-1-thio-β-L-fucopyranoside 
• 69558-02-7 Ethyl 2,3,4-tri-O-acetyl-1-thio-α/β-L-fucopyranoside 

Downstream Products

• 62012-79-7 dTDP-β-L-fucose 
• 149300-28-7 C₂₇H₂₅O₁₁P 
• 16562-59-7 β-L-Fucopyranosyl phosphate 

Relevant articles and documents

Exploiting nucleotidylyltransferases to prepare sugar nucleotides

(Graph Presented) Enzymatic approaches to prepare sugar nucleotides are gaining in importance and offer several advantages over chemical synthesis including high yields and stereospecificity. We report the cloning, expression, and purification of two new wild-type thymidylyltransferases and observed catalysis with a wide variety of substrates. Significant product inhibition was not observed with the enzymes studied over a 24 h period, enabling the efficient preparation of 15 sugar nucleotides, clearly demonstrating the synthetic utility of these biocatalysts.

One-step, stereocontrolled synthesis of glycosyl 1-phosphates, uridine- 5'-diphosphogalactose, and uridine-5'-diphosphoglucose from unprotected glycosyl donors

The reaction of 2-(1,2-trans-glycopyranosyloxy)-3-methoxypyridines (MOP glycosides) with phosphoric acid leads to the corresponding 1,2-cis-1- phosphates in good yield and excellent stereoselectivity. 1-Phosphate esters of α-D-glucopyranose, α-D-galactopyranose, and 2-azido-2-deoxy-α-D- galactopyranose were thus prepared without recourse to protective groups. In the L-fucose series, the major product was the α-L-fucosyl 1-phosphate. An alternative method that relies on neighboring group participation allowed the preparation of a protected β-L-fucosyl 1-phosphate. Reaction of unprotected β-D-glucopyranosyloxy and β-D-galactopyranosyloxy MOP donors with uridine diphosphoric acid gave UDP-Glc and UDP-Gal with preponderance of the desired α-anomeric configuration.

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