4609-10-3

Basic information

• Product Name: 5-(4-methoxyphenyl)-5-oxopentanoic acid
• Synonyms: 5-(4-methoxyphenyl)-5-oxopentanoic acid;OTAVA-BB 1043540;UKRORGSYN-BB BBV-213302;5-keto-5-(4-methoxyphenyl)valeric acid;4-p-Anisoylbutyric acid;NSC 105618;4-(4-Methoxybenzoyl)butyric acid
• CAS NO: 4609-10-3
• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24
• Mol File: 4609-10-3.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 426.7°C at 760 mmHg
• Flash Point: 166.6°C
• Appearance: /
• Density: 1.175g/cm³
• Vapor Pressure: 4.86E-08mmHg at 25°C
• Refractive Index: 1.53
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-(4-methoxyphenyl)-5-oxopentanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-methoxyphenyl)-5-oxopentanoic acid(4609-10-3)
• EPA Substance Registry System: 5-(4-methoxyphenyl)-5-oxopentanoic acid(4609-10-3)

Safety Data

• Hazardous Substances Data: 4609-10-3(Hazardous Substances Data)

Usage

General Description

5-(4-methoxyphenyl)-5-oxopentanoic acid is a chemical compound with the molecular formula C12H14O4. It belongs to the class of compounds known as benzene and substituted derivatives, and is derived from the natural compound curcumin. 5-(4-methoxyphenyl)-5-oxopentanoic acid has potential anti-inflammatory and antioxidant properties, and has been studied for its potential therapeutic applications in various medical conditions, including cancer and neurodegenerative diseases. Additionally, it is used as a building block in the synthesis of other bioactive molecules. Its structure and properties make it a valuable component in the development of pharmaceuticals and other biologically active compounds.

InChI:InChI=1/C12H14O4/c1-16-10-7-5-9(6-8-10)11(13)3-2-4-12(14)15/h5-8H,2-4H2,1H3,(H,14,15)

Upstream product

• 108-55-4 glutaric anhydride, 
• 100-66-3 methoxybenzene 
• 5205-39-0 ethyl glutaroyl chloride 
• 123-91-1 1,4-dioxane 
• 15638-16-1 1,6-bis-(4-methoxy-phenyl)-cyclohexene 
• 60-29-7 diethyl ether 
• 10026-13-8 phosphorus pentachloride 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 874-90-8 4-methoxybenzonitrile 
• 146744-35-6 (1S,2R)-trans-2-(4-methoxyphenyl)cyclohexanol 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 110-94-1 1,5-pentanedioic acid 
• 78195-96-7 1-(4-methoxyphenyl)cyclopentan-1-ol 
• 301303-19-5 [3-(4-methoxy-phenyl)-propyl]-malonic acid 

Downstream Products

• 7508-04-5 5-(4-methoxyphenyl)pentanoic acid 
• 25305-58-2 ethyl 5-(4-methoxyphenyl)-5-oxopentanoate 
• 1847-68-3 5-(4-methoxy-phenyl)-5-oxo-pentanoic acid methyl ester 
• 34665-81-1 5-hydroxy-5-(4-methoxyphenyl)valeric acid δ lactone 
• 1426679-86-8 5-((tert-butyldimethylsilyl)oxy)-5-(4-methoxyphenyl)pentanal 

Relevant articles and documents

Method for synthesizing 4-(4-fluorobenzoyl) butyric acid and analogues thereof in continuous flow microreactor

The invention relates to a method for synthesizing 4-(4-fluorobenzoyl) butyric acid and analogues thereof in a continuous flow microreactor, which comprises the following steps: (1) uniformly mixing a compound 1 and a compound 2 to obtain a homogeneous phase solution A; (2) uniformly mixing aluminum trichloride, a compound 1 and an organic solvent to obtain a homogeneous phase solution B; (3) diluting concentrated hydrochloric acid with water to prepare a solution C; and (4) transferring the homogeneous phase solution A and the homogeneous phase solution B into a first micro-reaction module for a Friedel-Crafts acylation reaction, after the reaction is finished, transferring the obtained reaction solution and the solution C into a second micro-reaction module for quenching reaction, and then performing liquid separation, washing and vacuum concentration to obtain a target compound 3; wherein the specific synthesis route is as follows. By adopting the method disclosed by the invention, the target product can be continuously and rapidly synthesized, aluminum trichloride is not needed for treatment, the reaction condition is mild, the reaction time is short, and the yield is high and reaches 90% or above.

Site- And enantiodifferentiating C(sp3)-H oxidation enables asymmetric access to structurally and stereochemically diverse saturated cyclic ethers

A manganese-catalyzed site- and enantiodifferentiating oxidation of C(sp3)-H bonds in saturated cyclic ethers has been described. The mild and practical method is applicable to a range of tetrahydrofurans, tetrahydropyrans, and medium-sized cyclic ethers with multiple stereocenters and diverse substituent patterns in high efficiency with extremely efficient site- and enantiodiscrimination. Late-stage application in complex biological active molecules was further demonstrated. Mechanistic studies by combined experiments and computations elucidated the reaction mechanism and origins of stereoselectivity. The ability to employ ether substrates as the limiting reagent, together with a broad substrate scope, and a high level of chiral recognition, represent a valuable demonstration of the utility of asymmetric C(sp3)-H oxidation in complex molecule synthesis.

Aryl Boronic Acid Catalysed Dehydrative Substitution of Benzylic Alcohols for C?O Bond Formation

A combination of pentafluorophenylboronic acid and oxalic acid catalyses the dehydrative substitution of benzylic alcohols with a second alcohol to form new C?O bonds. This method has been applied to the intermolecular substitution of benzylic alcohols to form symmetrical ethers, intramolecular cyclisations of diols to form aryl-substituted tetrahydrofuran and tetrahydropyran derivatives, and intermolecular crossed-etherification reactions between two different alcohols. Mechanistic control experiments have identified a potential catalytic intermediate formed between the aryl boronic acid and oxalic acid.