Ethyl 4-methyl-2-oxopentanoate

Base Information

• Chemical Name: Ethyl 4-methyl-2-oxopentanoate
• CAS No.: 26073-09-6
• Molecular Formula: C8H14O3
• Molecular Weight: 158.197
• Hs Code.: 2918300090
• European Community (EC) Number: 247-439-6
• UNII: 7S475RX6T2
• DSSTox Substance ID: DTXSID00180710
• Nikkaji Number: J267.234K
• Wikidata: Q83051307
• Mol file: 26073-09-6.mol

Synonyms:ethyl 4-methyl-2-oxopentanoate;26073-09-6;Ethyl 4-methyl-2-oxovalerate;4-METHYL-2-OXO-PENTANOIC ACID ETHYL ESTER;7S475RX6T2;EINECS 247-439-6;Ethyl4-methyl-2-oxopentanoate;UNII-7S475RX6T2;SCHEMBL1088080;DTXSID00180710;MFCD00085301;AKOS006274897;AM85684;2-Oxo-4-methylvaleric acid ethyl ester;BS-22139;CS-0213049;Pentanoic acid, 4-methyl-2-oxo-, ethyl ester;A848003

Chemical Property of Ethyl 4-methyl-2-oxopentanoate

Chemical Property:

• Vapor Pressure: 0.253mmHg at 25°C
• Refractive Index: 1.419
• Boiling Point: 205.2 °C at 760 mmHg
• Flash Point: 77.1 °C
• PSA: 43.37000
• Density: 0.979 g/cm³
• LogP: 1.16470
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

4-METHYL-2-OXO-PENTANOICACIDETHYLESTER 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)CC(C)C

Technology Process of Ethyl 4-methyl-2-oxopentanoate

There total 25 articles about Ethyl 4-methyl-2-oxopentanoate 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: 94.0%

2-methylpropylmagnesium chloride (5674-02-2) + oxalic acid diethyl ester (95-92-1) → ethyl 4-methyl-2-oxopentanoate (26073-09-6)

Guidance literature:

Inert atmosphere;

DOI:10.3762/bjoc.9.200

Reference yield: 76.0%

isobutylmagnesium bromide (926-62-5) + oxalic acid diethyl ester (95-92-1) → ethyl 4-methyl-2-oxopentanoate (26073-09-6)

Guidance literature:

In diethyl ether; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmcl.2016.07.010

Reference yield: 74.0%

oxalic acid diethyl ester (95-92-1) → ethyl 4-methyl-2-oxopentanoate (26073-09-6)

Guidance literature:

In tetrahydrofuran; at -80 ℃;

DOI:10.1016/S0040-4020(97)10117-X

upstream raw materials:

diethyl ether

s-butylmagnesium chloride

oxalic acid diethyl ester

isobutylmagnesium bromide

Downstream raw materials:

ethyl 2-hydroxy 4-methylpentanoate

ethyl (R)-4-methyl-2-(propargylamino)valerate

ethyl (S)-4-methyl-2-(propargylamino)valerate

(R)-ethyl 4-methyl-2-hydroxypentanoate

Refernces

• 1、 Imaizumi, Takamichi,Otsubo, Shigeki,Maemoto, Michihiro,Kobayashi, Atsuko,Komai, Masato,Takada, Hidenori,Sakaida, Yumi,Otsubo, Nobumasa. "Discovery and mechanistic study of thiazole-4-acylsulfonamide derivatives as potent and orally active ChemR23 inhibitors with a long-acting effect in cynomolgus monkeys". . . Retrieved 2022/01/24.
• 2、 Anderson, James C.,Kalogirou, Andreas S.,Porter, Michael J.,Tizzard, Graham J.. "Synthesis of the reported structure of piperazirum using a nitro-Mannich reaction as the key stereochemical determining step". . p. 1737 - 1744. Retrieved 2013/10/22.