56317-21-6

Basic information

• Product Name: Veraphenol
• Synonyms: 2-(3,5-Dihydroxyphenyl)benzofuran-6-ol;Moracin M;Veraphenol;2-(3,5-Dihydroxyphenyl)-6-hydroxybenzofuran;6,3',5'-Trihydroxy-2-phenylbenzofuran
• CAS NO: 56317-21-6
• Molecular Formula: C₁₄H₁₀O₄
• Molecular Weight: 242.2268
• Mol File: 56317-21-6.mol
• Article Data: 19

Chemical Properties

• Melting Point: 271-273℃
• Boiling Point: 369.3°Cat760mmHg
• Flash Point: 177.1°C
• Appearance: /
• Density: 1.451g/cm³
• Vapor Pressure: 5.66E-06mmHg at 25°C
• Refractive Index: 1.73
• CAS DataBase Reference: Veraphenol(CAS DataBase Reference)
• NIST Chemistry Reference: Veraphenol(56317-21-6)
• EPA Substance Registry System: Veraphenol(56317-21-6)

Safety Data

• Hazardous Substances Data: 56317-21-6(Hazardous Substances Data)

Usage

Uses

Moracin M is a tyrosinase inhibitory polyphenols from roots of Morus Alba. It also showed hypoglycemic effect by reducing glucose levels and lipid peroxidation and increasing insulin levels in rats with streptozotocin-induced diabetes mellitus.

Synthesis Reference(s)

Tetrahedron Letters, 28, p. 2645, 1987 DOI: 10.1016/S0040-4039(00)96171-9

InChI:InChI=1/C14H10O4/c15-10-2-1-8-5-13(18-14(8)7-10)9-3-11(16)6-12(17)4-9/h1-7,15-17H

Upstream product

• 112768-55-5 1,3-bis(triisopropylsilyloxy)-5-(6-t-butyldiphenylsilyloxy-2-benzofuranyl)benzene 
• 134937-20-5 2-(3,5-dimethoxyphenyl)-6-hydroxybenzofuran 
• 134937-19-2 C₃₆H₆₅N₂O₆PSi₃ 
• 863310-53-6 2-(3,5-dibenzyloxyphenyl)-6-benzyloxybenzofuran 
• 863310-42-3 3-(3,5-dibenzyloxyphenyl)-7-benzyloxy-2H-1-benzopyran-2-one 
• 863310-61-6 (E)-β-[2-hydroxy-4-benzyloxyphenylethylene]-3,5-dibenzyloxybenzeneethanol 
• 2732-96-9 3,5-dibenzyloxyphenylacetic acid 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 73343-39-2 2-(3,5-dimethoxyphenyl)-6-methoxybenzofuran 
• 88491-44-5 2-(2-bromo-4-hydroxyphenyl)acetic acid 
• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 299912-77-9 6-(tert-butyl-dimethylsilanyloxy)-[2H]-benzofuran-3-one 
• 218444-38-3 2-(3,5-dimethoxyphenyl)-6-(tert-butyl-dimethylsilanyloxy)benzofuran 
• 6272-26-0 6-hydroxybenzofuran-3-one 

Downstream Products

• 73343-39-2 2-(3,5-dimethoxyphenyl)-6-methoxybenzofuran 

Relevant articles and documents

Synthesis of moracin C and its derivatives with a 2-arylbenzofuran motif and evaluation of their PCSK9 inhibitory effects in HepG2 cells

Proprotein convertase subtilisin/kexin type 9 (PCSK9) is a key factor in several cardiovascular diseases, as it is responsible for the elevation of circulating low-density lipoprotein cholesterol (LDL-C) levels in blood plasma by direct interaction with t

Deconstructive Reorganization: De Novo Synthesis of Hydroxylated Benzofuran

An unprecedented deconstructive reorganization strategy for the de novo synthesis of hydroxylated benzofurans from kojic acid- or maltol-derived alkynes is reported. In this reaction, both the benzene and furan rings were simultaneously constructed, whereas the pyrone moiety of the kojic acid or maltol was deconstructed and then reorganized into the benzene ring as a six-carbon component. Through this strategy, at least one free hydroxyl group was introduced into the benzene ring in a substitution-pattern tunable fashion without protection–deprotection and redox adjustment. With this method, a large number of hydroxylated benzofuran derivatives with different substitution-patterns have been prepared efficiently. This methodology has also been shown as the key step in a collective total synthesis of hydroxylated benzofuran-containing natural products (11 examples).

A protecting group-free divergent synthesis of natural benzofurans via one-pot synthesis of 2-bromo-6-hydroxybenzofurans

2-Bromo-6-hydroxybenzofurans are potentially versatile intermediates for the divergent synthesis of numerous benzofuran-based natural products and their analogues. Herein we report the first one-pot strategy for the efficient synthesis of 2-bromo-6-hydrox