717-94-2

Basic information

• Product Name: 3,5-DIMETHOXYPHENYLPROPIONIC ACID
• Synonyms: 3-(3,5-DIMETHOXYPHENYL)PROPIONIC ACID;3,5-DIMETHOXYPHENYLPROPIONIC ACID;3-(3,5-DIMETHOXYPHENYL)PROPANOIC ACID;3,5-DiMethoxy-benzenepropanoic acid;4-[(3R,5S)-4-[(tert-butoxy)carbonyl]-3,5-dimethylpiperazin-1-yl]benzoic acid
• CAS NO: 717-94-2
• Molecular Formula: C₁₁H₁₄O₄
• Molecular Weight: 210.23
• Product Categories: Aromatic Propionic Acids;Organic acids
• Mol File: 717-94-2.mol
• Article Data: 19

Chemical Properties

• Melting Point: 60-62°C
• Boiling Point: 175°C 1mm
• Flash Point: 141.1 °C
• Appearance: /
• Density: 1.159 g/cm³
• Vapor Pressure: 6.25E-06mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4?+-.0.10(Predicted)
• CAS DataBase Reference: 3,5-DIMETHOXYPHENYLPROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIMETHOXYPHENYLPROPIONIC ACID(717-94-2)
• EPA Substance Registry System: 3,5-DIMETHOXYPHENYLPROPIONIC ACID(717-94-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 717-94-2(Hazardous Substances Data)

Usage

Description

3,5-DIMETHOXYPHENYLPROPIONIC ACID, also known as a derivative of 3-(3,4-Dimethoxyphenyl)propanoic Acid (D460730), is a novel circulating coffee metabolite found in human plasma. It is characterized by its white solid appearance and is derived from the chemical structure of its parent compound.

Uses

Used in Pharmaceutical Industry:
3,5-DIMETHOXYPHENYLPROPIONIC ACID is used as a pharmaceutical compound for its potential therapeutic applications. As a metabolite found in human plasma, it may have implications in the development of new drugs or therapies, particularly in the context of coffee-related health benefits.
Used in Research and Development:
3,5-DIMETHOXYPHENYLPROPIONIC ACID is used as a research compound for studying its properties, interactions, and potential applications in various fields, including pharmacology, toxicology, and biochemistry. Its unique chemical structure and origin as a coffee metabolite make it an interesting subject for scientific investigation.
Used in Coffee Industry:
3,5-DIMETHOXYPHENYLPROPIONIC ACID is used as a key component in the study of coffee's health effects and its potential benefits. Understanding the properties and functions of this metabolite can contribute to the development of coffee products with enhanced health benefits or the creation of new products derived from coffee components.
Used in Analytical Chemistry:
3,5-DIMETHOXYPHENYLPROPIONIC ACID is used as a reference compound in analytical chemistry for the identification and quantification of similar compounds in various samples, including biological and environmental matrices. Its unique chemical properties make it a valuable tool for researchers in this field.

InChI:InChI=1/C11H14O4/c1-14-9-5-8(3-4-11(12)13)6-10(7-9)15-2/h5-7H,3-4H2,1-2H3,(H,12,13)/p-1

Upstream product

• 6652-32-0 3,5-dimethoxybenzylchloride 
• 105-53-3 diethyl malonate 
• 64-18-6 formic acid 
• 40243-87-6 3,5-dimethoxystyrene 
• 590-92-1 3-Bromopropionic acid 
• 41514-66-3 5'-methoxy-3',4'-methylenedioxy cinnamic acid 
• 93092-27-4 methyl α-bromohydrocynnamate 
• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 618084-27-8 5-(3,5-dimethoxybenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 20767-04-8 (E)-3,5-dimethoxycinnamic acid 
• 16909-11-8 3-(3,5-dimethoxyphenyl)acrylic acid 
• 886-51-1 Methyl 3-(3',5'-dimethoxyphenyl)propionate 
• 22243-98-7 3-(3-hydroxy-5-methoxy-phenyl)-propionic acid 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 1132-21-4 3,5-dimethoxybenzoic acid 
• 54901-09-6 3-(3,5-dimethoxyphenyl)propionic acid ethyl ester 

Relevant articles and documents

Cobalt-catalyzed cross-coupling reactions of aryl- And alkylaluminum derivatives with (hetero)aryl and alkyl bromides

A simple cobalt complex, such as Co(phen)Cl2, turned out to be a highly efficient and cheap precatalyst for a host of cross-coupling reactions involving aromatic and aliphatic organoaluminum reagents with aryl, heteroaryl and alkyl bromides. New C(sp2)-C(sp2) and C(sp2)-C(sp3) bonds were formed in good to excellent yields and with high chemoselectivity, under mild reaction conditions.

Method for preparing AZD4547, intermediate and preparation method of intermediate

The invention provides a method for preparing AZD-4547. The method comprises the following steps: (1) preparing a first intermediate 2-cyano-5-(3, 5-dimethoxyphenyl)-3-oxoethyl valerate; (2) preparinga second intermediate 5-[2-(3, 5-dimethoxyphenyl) ethyl]-1H-pyrazole-3-amine by taking the first intermediate as a raw material; and (3) in an alkali-containing organic solvent, carrying out a reaction on a third intermediate 4-((3S, 5R)-3, 5-dimethylpiperazinyl-1-yl) benzoyl chloride and the second intermediate to prepare the AZD-4547. The method has the advantages of accessible raw materials, simple technique, mild reaction conditions, convenient operation, high yield and low cost and can easily implement industrial production. The invention also provides an intermediate 2-cyano-5-(3, 5-dimethoxyphenyl)-3-oxoethyl valerate for preparing AZD-4547 and a preparation method thereof.

New and convergent synthesis of AZD 4547

A practical and convergent synthetic route of AZD 4547 was developed successfully. The intermediate 5-(3,5-dimethoxyphenylethyl)-1H-pyrazol-3-amine (7) was prepared from 3,5-dimethoxybenzaldehyde through 6 simple steps in 52.3% yield. Another intermediate 4-((3S,5R)-3,5-dimethylpiperazin-1-yl)benzoic acid (14) was synthesized from ethyl 4-fluorobenzoate and (2R,6S)-2,6-dimethylpiperazine in 62% yield over 2 steps. Finally, AZD 4547 was obtained from 7 and 14 in 73% yield and 99.1% purity. Purification methods of the intermediates and the final product involved in the route were developed.