213466-80-9

Basic information

• Product Name: 1-(3-benzyloxy-4-methoxyphenyl)ethane-1,2-diol
• Synonyms: 1-(3-benzyloxy-4-methoxyphenyl)ethane-1,2-diol
• CAS NO: 213466-80-9
• Molecular Weight: 274.317
• Mol File: 213466-80-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-(3-benzyloxy-4-methoxyphenyl)ethane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-benzyloxy-4-methoxyphenyl)ethane-1,2-diol(213466-80-9)
• EPA Substance Registry System: 1-(3-benzyloxy-4-methoxyphenyl)ethane-1,2-diol(213466-80-9)

Safety Data

• Hazardous Substances Data: 213466-80-9(Hazardous Substances Data)

Upstream product

• 68360-39-4 2-(3-benzyloxy-4-methoxyphenyl)ethylene 
• 621-58-9 3-hydroxy-4-methoxystyrene 
• 100-39-0 benzyl bromide 
• 91971-78-7 ethyl 3-hydroxy-4-methoxymandelate 
• 621-59-0 isovanillin 

Downstream Products

• 90536-46-2 1-(3-hydroxy-4-methoxyphenyl)-2-hydroxyethanone 
• 40979-91-7 1-(3-hydroxy-4-methoxyphenyl)ethane-1,2-diol 

Relevant articles and documents

Synthesis and anti-inflammatory activity of isoquebecol

We report here the synthesis of isoquebecol, an unprecedented constitutional isomer of quebecol, a polyphenolic compound discovered in maple syrup. The methodology used to prepare isoquebecol involves, as key steps, the formation of a dibromoalkene from an α-ketoester precursor, followed by a double Suzuki-Miyaura reaction. The anti-inflammatory activity of isoquebecol was studied on macrophage cells by monitoring its ability to inhibit LPS-induced IL-6 secretion. Results show that this new compound has an improved bioactivity over that of its natural isomer. Precursors and derivatives of quebecol, isoquebecol and model analog 2,3,3-triphenylpropanol were also prepared and tested in this study. Comparison between the three series of compounds led to establishing new SARs concerning the aryl ring substitution pattern on the triarylpropanol scaffold and substructure functionalization.