17249-61-5

Basic information

• Product Name: Eupatarone
• Synonyms: Eupatarone;2-Acetyl-5,6-dimethoxybenzofuran;Caleprunin B
• CAS NO: 17249-61-5
• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22128
• Mol File: 17249-61-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 115-116℃ (hexane ethyl acetate )
• Boiling Point: 325.9°Cat760mmHg
• Flash Point: 150.9°C
• Appearance: /
• Density: 1.184g/cm³
• Vapor Pressure: 0.000224mmHg at 25°C
• Refractive Index: 1.556
• CAS DataBase Reference: Eupatarone(CAS DataBase Reference)
• NIST Chemistry Reference: Eupatarone(17249-61-5)
• EPA Substance Registry System: Eupatarone(17249-61-5)

Safety Data

• Hazardous Substances Data: 17249-61-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H12O4/c1-7(13)9-4-8-5-11(14-2)12(15-3)6-10(8)16-9/h4-6H,1-3H3

Upstream product

• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 884-06-0 1-(3',4'-dimethoxyphenyl)-2-butanone 
• 155955-78-5 3,4-dimethoxyphenylacetic acid N,O-dimethylhydroxyamide 
• 2033-89-8 3,4-dimethoxyphenol 
• 4460-86-0 asaraldehyde 
• 14382-91-3 2-hydroxy-4,5-dimethoxybenzaldehyde 
• 598-31-2 1-bromoacetone 
• 78-95-5 chloroacetone 
• 26361-23-9 1-(3,4-dimethoxyphenoxy)propan-2-one 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 868856-45-5 (Z)-3-(3,4-dimethoxyphenoxy)-4-dimethylamino-3-buten-2-one 

Relevant articles and documents

A novel, facile approach to frondosin B and 5-epi-liphagal via a new [4 + 3]-cycloaddition

A new [4 + 3]-cycloaddition between benzofuran allylic alcohols and dienes, promoted by camphorsulfonic acid, has been identified. A novel strategy which used this cycloaddition as a key step has been developed for the synthesis of 6,7,5-tricyclic skeleta

BORONIC ACID BEARING LIPHAGANE COMPOUNDS AS INHIBITORS OF P13K- a AND/OR B

Compounds with unique liphagane meroterpenoid scaffold having boronic acid functionality in the skeleton are described (formula 1) together with pharmacological potential of these compounds as anticancer agents. A method of preparation and inhibiting the activity of phosphoinositide-3-kinase (PI3K-alpha and beta) has been presented. In particular, the invention describes a method of inhibiting PI3K isoforms, wherein the compounds are novel structures based on liphagane scaffold with unique boronic acid functionality. The methods and uses thereof are described herein this invention.

Total synthesis of (+/-)-frondosin B and (+/-)-5-epi-liphagal by using a concise (4+3) cycloaddition approach

A recently developed (4+3) cycloaddition between dienes and furfuryl alcohols, as precursors of oxyallyl-type cations, has been used as a key step in the racemic syntheses of two natural products: frondosin B and liphagal. This work demonstrates the synthetic potential of this cycloaddition reaction, and offers a short synthetic route to an interesting family of natural products. A full account of these synthetic studies is presented, further illustrating the mechanism, scope, and limitations of this straightforward synthetic method for seven-membered rings. Cycloheptanes: Furfuryl alcohols serve as effective three-carbon dienophiles for a wide range of dienes in stereoselective cycloaddition reactions. This efficient reaction has been used to prepare two cycloheptanoid natural products, offering a conceptually straightforward and short synthetic entry into a biologically interesting class of polycyclic meroterpenoids (see scheme; TFA = trifluoroacetic acid). Copyright