84380-06-3

Basic information

• Product Name: 1-O-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-4-methoxybenzene
• Synonyms: 1-O-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-4-methoxybenzene
• CAS NO: 84380-06-3
• Molecular Weight: 454.431
• Mol File: 84380-06-3.mol
• Article Data: 58

Chemical Properties

• CAS DataBase Reference: 1-O-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-4-methoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-4-methoxybenzene(84380-06-3)
• EPA Substance Registry System: 1-O-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-4-methoxybenzene(84380-06-3)

Safety Data

• Hazardous Substances Data: 84380-06-3(Hazardous Substances Data)

Upstream product

• 6689-38-9 (4-methoxyphenoxy)trimethylsilane 
• 89825-07-0 1-O-trimethylsilyl-2,3,4,6-tetra-O-acetyl-D-glucoside 
• 150-76-5 4-methoxy-phenol 
• 439-03-2 2,3,4,6-tetra-O-acetyl-1-fluoro-α-D-glucopyranose 
• 604-69-3 β-D-glucose pentaacetate 
• 78942-85-5 2,3,4,6-tetra-O-acetyl-1-O-trifluoroacetyl-β-D-glucopyranose 
• 4163-60-4 β-D-galactose peracetate 
• 3616-19-1 lactose octaacetate 
• 25878-60-8 D-galactose pentaacetate 
• 75801-94-4 tetra-O-acetyl-α-iodogalactopyranose 
• 108-24-7 acetic anhydride 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 3947-62-4 2,3,4,5-tetra-O-acetyl-D-glucopyranose 
• 5720-07-0 4-methoxyphenylboronic acid 

Downstream Products

• 85481-53-4 p-methoxyphenyl α-D-glucopyranoside 
• 3947-62-4 2,3,4,5-tetra-O-acetyl-D-glucopyranose 
• 212127-30-5 p-methoxyphenyl 2-O-allyl-β-D-galactopyranoside 
• 212127-28-1 p-methoxyphenyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside 
• 212127-29-2 (3aS,4R,6S,7R,7aS)-7-Allyloxy-4-(1-methoxy-1-methyl-ethoxymethyl)-6-(4-methoxy-phenoxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran 
• 212127-31-6 p-methoxyphenyl 3,4,6-tri-O-acetyl-2-O-allyl-β-D-galactopyranoside 
• 1593082-63-3 4-methoxyphenyl 3-O-acetyl-6-azido-2,4-diacetamido-2,4,6-trideoxy-β-D-mannopyranoside 
• 1593082-59-7 C₂₉H₂₄F₆O₁₃S₂ 
• 1593082-48-4 4-methoxyphenyl-2,4-diazido-2,4-dideoxy-3,6-di-O-benzoyl-β-D-mannopyranoside 
• 1593082-62-2 4-methoxyphenyl-2,4-diazido-2,4-dideoxy-β-D-mannopyranoside 
• 1593082-50-8 4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-β-D-mannopyranoside 
• 1593082-51-9 4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-6-O-tosyl-β-D-mannopyranoside 
• 1593082-54-2 4-methoxyphenyl-2,4-diacetamido-2,4-dideoxy-6-O-mesyl-β-D-mannopyranoside 
• 1593082-55-3 4-methoxyphenyl 6-azido-2,4-diacetamido-2,4,6-trideoxy-β-D-mannopyranoside 

Relevant articles and documents

Chemical synthesis and pharmacological properties of heparin pentasaccharide analogues

The pentasaccharide fondaparinux is a synthetic anticoagulant based on heparin antithrombin-binding sequence. Fondaparinux improves safety and predictable pharmacodynamics compared with heparins; however, it requires a complicate synthesis process which contain more than 50 steps of synthesis. Herein, we designed and synthesized four fondaparinux analogues (compounds 1, 2, 3, 4) using a [2+3] convergent synthetic method, which greatly simplified the synthetic process, improved the product yield, and curtailed the expenditures. These synthesized compounds showed stronger anticoagulant activities by factor Xa inhibition (IC50 725–1126 nM vs. 1909 nM for fondaparinux) in the AT-dependent manner. After subcutaneous (s.c.) administration to rats, the compounds displayed long-lasting anti-factor Xa activities and inhibition of thrombin generation ex vivo. Compared with fondaparinux, these compounds were slowly eliminated after s.c. administration to rats, the half-lies (t1/2) were more than 2-fold of that of fondaparinux. These results suggested the pentasaccharide analogues may exhibit better pharmacokinetic and predictable pharmacodynamic characteristics.

Chemoenzymatic Synthesis of Sialosides Containing 7- N- or 7,9-Di- N-acetyl Sialic Acid as Stable O-Acetyl Analogues for Probing Sialic Acid-Binding Proteins

A novel chemoenzymatic synthon strategy has been developed to construct a comprehensive library of α2-3- and α2-6-linked sialosides containing 7-N- or 7,9-di-N-acetyl sialic acid, the stable analogue of naturally occurring 7-O-acetyl- or 7,9-di-O-acetyl-s

Studies towards the total synthesis of repeating unit of O-sulfated polysaccharide from marine bacterium Cobetia pacifica KMM 3878

Herein we report assembly of the appropriately protected trisaccharide repeating unit of Cobetia pacifica KMM 3878 O-sulfated polysaccharide. Our synthesis involves 3,4-O-pyruvilated galactose as the key building block which acts as a donor as well as acceptor in the construction of trisaccharide. We obtained the R isomer as a major stereoisomer in the pyruvilation reaction. The glycosylations proceeded with high stereo and regioselectivity.