22249-17-8

Basic information

• Product Name: 1-O-acetyl-2,3,5-tri-O-benzoyl-L-lyxofuranose
• Synonyms: 1-O-acetyl-2,3,5-tri-O-benzoyl-L-lyxofuranose
• CAS NO: 22249-17-8
• Molecular Weight: 504.493
• Mol File: 22249-17-8.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: 1-O-acetyl-2,3,5-tri-O-benzoyl-L-lyxofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O-acetyl-2,3,5-tri-O-benzoyl-L-lyxofuranose(22249-17-8)
• EPA Substance Registry System: 1-O-acetyl-2,3,5-tri-O-benzoyl-L-lyxofuranose(22249-17-8)

Safety Data

• Hazardous Substances Data: 22249-17-8(Hazardous Substances Data)

Upstream product

• 87-72-9 L-xylopyranose 
• 7473-38-3 benzyl β-L-arabinopyranoside 
• 18403-22-0 (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 
• 24259-59-4 L-ribose 
• 108-24-7 acetic anhydride 
• 98-88-4 benzoyl chloride 
• 202119-57-1 methyl L-lyxofuranoside 
• 93-97-0 benzoic acid anhydride 
• 13039-67-3 (2S,3S,4S)-2-(hydroxymethyl)-5-methoxyoxolane-3,4-diol 
• 609-06-3 L-xylose 
• 1173695-22-1 1-O-acetyl-2,3,5-tri-O-benzoyl-α-L-ribofuranose 
• 171866-28-7 1-O-methyl-2,3,5-tri-O-benzoyl-L-ribofuranose 
• 64-19-7 acetic acid 
• 20074-49-1 β-L-arabinofuranoside 

Downstream Products

• 192133-14-5 C₃₂H₂₆O₇Se 
• 237060-98-9 2',3',5'-tri-O-benzoyl-5-methyl-L-uridine 
• 518028-23-4 2-Fluoro-9-(2,3,5-tri-O-benzoyl-α-L-lyxofuranosyl)-9H-purin-6-amine 
• 192133-16-7 tribenzoyl 2-deoxy-L-ribopyranoside 
• 65-46-3 L-cytidine 
• 58-61-7 L-adenosine 
• 171866-29-8 1-bromo-2-deoxy-2-β-fluoro-3,5-di-O-benzoyl-α-L-arabinose 
• 58-96-8 L-uridine 
• 171721-00-9 1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-L-arabinofuranose 
• 171720-99-3 1,3,5-tri-O-benzoyl-2-O-(2-imidazolylsulfonyl)-α-L-ribofuranose 
• 163252-36-6 clevudine 
• 171721-03-2 1-(3',5'-di-O-benzoyl-2'-deoxy-2'-fluoro-β-L-arabinofuranosyl)thymine 
• 173009-65-9 1,2-di-O-acetyl-3,5-di-O-benzoyl-α-L-ribofuranose 
• 1173695-22-1 1-O-acetyl-2,3,5-tri-O-benzoyl-α-L-ribofuranose 

Relevant articles and documents

L-nucleoside compounds and application thereof

The invention discloses L-nucleoside compounds having the structure characteristic represented by the formula (I) or pharmaceutically acceptable salts thereof, and belongs to the technical field of pharmaceutical chemistry. The compounds can inhibit the activity of RNA viral polymerase, so the compounds can be used as potential drugs for prevention and treatment of infection of RNA viruses such as HCV, influenza virus, HRV (rhinovirus), RSV, Ebola virus, dengue virus, intestinal virus and the like.

Reaction kinetics and mechanism of sulfuric acid-catalyzed acetolysis of acylated methyl l-ribofuranosides

The mechanism of the sulfuric acid-catalyzed acetolysis of methyl 2,3,5-tri-O-acetyl- and methyl 2,3,5-tri-O-benzoyl-Lribofuranosides and the accompanying anomerization of both the starting material and the 1,2,3,5-tetra-O-acetyl- and 1-O-acetyl-2,3,5-tri-O-benzoyl-L-ribofuranoses formed was investigated. The progress of the reactions was followed by 1H NMR spectroscopy and the rate constants for the reactions were determined for a proposed kinetic model. The role of H+ and Ac + as the catalytically active species was clarified, proving that the anomerization of the acylated methyl furanosides is activated by protonation, while, on the contrary, the anomerization of the 1-O-acetyl ribofuranoses is activated by the acetyl cation. The anomerization of the acylated methyl furanosides was verified to be activated on the ring oxygen leading to endocyclic CO-bond rupture while the 1O-acetyl ribofuranoses are activated on the acetyloxy group on C(1) leading to exocyclic cleavage.

Reaction kinetics and mechanism of acid-catalyzed anomerization of 1-O-acetyl-2,3,5-tri-O-benzoyl-l-ribofuranose

The mechanism of the acid-catalyzed anomerization of 1-O-acetyl-2,3,5-O-benzoyl-α- and -β-l-ribofuranoses in different acetic acid-acetic anhydride mixtures was investigated. The progress of the reactions was followed by NMR spectroscopy and the rate cons