862251-79-4

Basic information

• Product Name: 1,3-Benzodioxole-5-carboxylic acid, 6-bromo-7-hydroxy-2,2-diphenyl-, methyl ester
• CAS NO: 862251-79-4
• Molecular Formula: C21H15BrO5
• Molecular Weight: 427.251
• Mol File: 862251-79-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,3-Benzodioxole-5-carboxylic acid, 6-bromo-7-hydroxy-2,2-diphenyl-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Benzodioxole-5-carboxylic acid, 6-bromo-7-hydroxy-2,2-diphenyl-, methyl ester(862251-79-4)
• EPA Substance Registry System: 1,3-Benzodioxole-5-carboxylic acid, 6-bromo-7-hydroxy-2,2-diphenyl-, methyl ester(862251-79-4)

Safety Data

• Hazardous Substances Data: 862251-79-4(Hazardous Substances Data)

Upstream product

• 99-24-1 methyl galloate 
• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 69829-46-5 methyl 7-hydroxy-2,2-diphenylbenzo[d]-1,3-dioxole-5-carboxylate 

Downstream Products

• 81474-47-7 methyl-6-bromo-7-methoxybenzo [d] [1, 3] dioxole-5-carboxylate 
• 848772-95-2 methyl 2-bromo-3-methoxy-4,5-dihydroxybenzoate 
• 848772-94-1 6-bromo-7-methoxy-2,2-diphenylbenzo[1,3]dioxole-5-carboxylic acid methyl ester 

Relevant articles and documents

Inhibitor for FcεRI expression on mast cell from Verbasucum thapsus L.

We found out 2′,3′-dihydroxypuberulin from South American medicinal plant, V. thapsus L., as a candidate of an anti-allergic lead which inhibits the expression of high-affinity receptor of IgE (FcεRI) on the surface of mast cells. Furthermore, the analysis of structure-activity relationship by using synthesized 2′,3′-dihydroxypuberulin analogs revealed that both hydroxy groups in the side chain and both of methyl moieties on phenolic hydroxy groups were crucial for potent activity, but absolute configuration of C-3′ position wasn't. The active principle, 2′,3′-dihydroxypuberulin, was disclosed to down-regulate the mRNA level of β-chain of FcεRI, different from previous reported active natural product reducing γ-chain level.

Multi-functionalization of gallic acid towards improved synthesis of α- and β-DDB

The synthesis of mono-, di- and trisubstituted gallic acids and their ester with similar or different groups including different acetal and ketals is described. Regioselective bromination on two ortho-positions of methyl gallate, which is very crucial for many organic syntheses, was achieved in high yield and purity. The α- and β-DDB were synthesized in high overall yield and purity from the regioselective bromoderivatives.