39548-98-6

Basic information

• Product Name: 2-(benzo[d][1,3]dioxol-5-yl)-1-(2,4,6-trihydroxyphenyl)ethanone
• Synonyms: 2-(benzo[d][1,3]dioxol-5-yl)-1-(2,4,6-trihydroxyphenyl)ethanone
• CAS NO: 39548-98-6
• Molecular Weight: 288.257
• Mol File: 39548-98-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-(benzo[d][1,3]dioxol-5-yl)-1-(2,4,6-trihydroxyphenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(benzo[d][1,3]dioxol-5-yl)-1-(2,4,6-trihydroxyphenyl)ethanone(39548-98-6)
• EPA Substance Registry System: 2-(benzo[d][1,3]dioxol-5-yl)-1-(2,4,6-trihydroxyphenyl)ethanone(39548-98-6)

Safety Data

• Hazardous Substances Data: 39548-98-6(Hazardous Substances Data)

Upstream product

• 108-73-6 3,5-dihydroxyphenol 
• 4439-02-5 3,4-methylenedioxyphenylacetonitrile 
• 1005417-97-9 2-(2-(benzo[d][1,3]dioxol-5-yl)-1-iminoethyl)benzene-1,3,5-triol 

Downstream Products

• 40624-03-1 3-(benzo[d][1,3]dioxol-5-yl)-5,7-dihydroxy-4H-chromen-4-one 
• 22044-59-3 3-(3',4'-methylendioxyphenyl)-5,7-dimethoxy-4H-chromen-4-one 
• 529-60-2 5,3'4'-trihydroxy-7-methoxyisoflavone 

Relevant articles and documents

A Direct Synthesis of 2-(ω-Carboxyalkyl)isoflavones from ortho-Hydroxylated Deoxybenzoins

As part of a program focused on the development of new antineoplastic agents based on scaffolds found in natural products, we explored the isoflavone family as potential enzyme inhibitors. We required biotin-modified isoflavones to identify potential biological targets, and we selected the C-2 position in isoflavones as an attachment site for an alkyl group bearing a terminal carboxylic acid to which we could attach a biotin derivative. The base-catalyzed condensation of 2,4-dihydroxy-substituted deoxybenzoins with cyclic anhydrides mediated by a combination of triethylamine and 1,8-diazabicyclo[5.4.0]undec-7-ene led to an efficient synthesis of the desired 2-(ω-carboxyalkyl)isoflavones with functional groups at C-5, 6 and 7 and with various substituents in the C-3 phenyl group.