5-oxo-5-(3,4,5-trimethoxyphenyl)pentanoic acid

Base Information

• Chemical Name: 5-oxo-5-(3,4,5-trimethoxyphenyl)pentanoic acid
• CAS No.: 34759-04-1
• Molecular Formula: C14H18 O6
• Molecular Weight: 282.293
• Mol file: 34759-04-1.mol

Synonyms:4-(3,4,5-Trimethoxybenzoyl)butyricacid; NSC 308807; g-(3,4,5-Trimethoxybenzoyl)butyric acid

Chemical Property of 5-oxo-5-(3,4,5-trimethoxyphenyl)pentanoic acid

Chemical Property:

• Vapor Pressure: 1.37E-09mmHg at 25°C
• Boiling Point: 468.7°Cat760mmHg
• Flash Point: 174.2°C
• Density: 1.19g/cm³

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-oxo-5-(3,4,5-trimethoxyphenyl)pentanoic acid

There total 5 articles about 5-oxo-5-(3,4,5-trimethoxyphenyl)pentanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

ethyl trimethoxybenzoyl acetate (3044-56-2) → 5-oxo-5-(3,4,5-trimethoxyphenyl)pentanoic acid (34759-04-1)

Guidance literature:

ethyl trimethoxybenzoyl acetate; With sodium ethanolate; ethyl acrylate; at 125 ℃; for 0.5h;

With sulfuric acid; for 48h; Further stages.; Heating;

DOI:10.1021/ja0201505

Reference yield: 78.0%

ethyl trimethoxybenzoyl acetate (3044-56-2) + ethyl acrylate (140-88-5,9003-32-1) → 5-oxo-5-(3,4,5-trimethoxyphenyl)pentanoic acid (34759-04-1)

Guidance literature:

ethyl trimethoxybenzoyl acetate; ethyl acrylate; With sodium ethanolate; at 125 - 135 ℃; for 0.5h;

With sulfuric acid; at 80 ℃; for 48h;

With sodium hydroxide; In methanol; water; at 50 ℃; for 0.5h;

Reference yield:

3-oxo-2-(3,4,5-trimethoxy-benzoyl)-butyric acid ethyl ester (194021-21-1) → 5-oxo-5-(3,4,5-trimethoxyphenyl)pentanoic acid (34759-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₄Cl; aqueous NH₃

2: ethanolic sodium ethylate / anschliessend Erwaermen mit wss. H₂SO₄

With ammonium hydroxide; sodium ethanolate; ammonium chloride;

DOI:10.1021/ja01099a063

upstream raw materials:

ethyl trimethoxybenzoyl acetate

Methyl 3-bromopropionate

ethyl 3-iodopropanoate

3-oxo-2-(3,4,5-trimethoxy-benzoyl)-butyric acid ethyl ester

Downstream raw materials:

4-(3,4,5-trimethoxy-2-methoxycarbonyl-phenyl)-butyric acid methyl ester

4-(2-carboxy-3,4,5-trimethoxy-phenyl)-butyric acid

5-oxo-5-(3,4,5-trimethoxy-phenyl)-valeric acid ethyl ester

5-(3',4',5'-trimethoxyphenyl)pentanoic acid

Refernces

• 1、 Vorogushin, Andrei V.,Wulff, William D.,Hansen, Hans-Juergen. "Stereoselectivity of the benzannulation reaction: Efficient central-to-axial chirality transfer". . p. 6512 - 6513. Retrieved 2007/10/03.