Ethyl 5-methyl-3-oxohexanoate

Base Information

• Chemical Name: Ethyl 5-methyl-3-oxohexanoate
• CAS No.: 34036-16-3
• Molecular Formula: C9H16O3
• Molecular Weight: 172.224
• Hs Code.: 2918300090
• European Community (EC) Number: 251-802-4
• NSC Number: 69069
• UNII: 7PIJ0UO5N7
• DSSTox Substance ID: DTXSID00187643
• Nikkaji Number: J287.851H
• Wikidata: Q83059349
• Mol file: 34036-16-3.mol

Synonyms:Ethyl 5-methyl-3-oxohexanoate;34036-16-3;5-METHYL-3-OXO-HEXANOIC ACID ETHYL ESTER;Hexanoic acid, 5-methyl-3-oxo-, ethyl ester;ethyl 5-methyl-3-oxo-hexanoate;ethyl isopropylacetoacetate;7PIJ0UO5N7;5-methyl-3-oxohexanoic acid ethyl ester;EINECS 251-802-4;MFCD00086868;NSC-69069;AI3-05829;Ethyl5-methyl-3-oxohexanoate;NSC69069;UNII-7PIJ0UO5N7;SCHEMBL15344;DTXSID00187643;5-Methyl-3-oxo-hexanoic acid ethyl;AB1436;NSC 69069;AKOS010951794;CS-W006805;SB36700;3-Oxo-5-methylhexanoic acid ethyl ester;AS-44580;3-isopropyl-3-oxo-butyric acid ethyl ester;AM20090520;FT-0602631;EN300-99421;A24530;A822664;Z839817032

Chemical Property of Ethyl 5-methyl-3-oxohexanoate

Chemical Property:

• Vapor Pressure: 0.167mmHg at 25°C
• Refractive Index: 1.424
• Boiling Point: 213.2 °C at 760 mmHg
• PKA: 10.42±0.46(Predicted)
• Flash Point: 82.4 °C
• PSA: 43.37000
• Density: 0.967 g/cm³
• LogP: 1.55480
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 172.109944368
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

99.5% ^*data from raw suppliers

5-Methyl-3-oxo-hexanoic acid ethyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)CC(C)C
• Uses: 5-Methyl-3-oxo-hexanoic Acid Ethyl Ester is used in preparation of (dichloropyridinyl)(isopropyldimethypyrazolopyridinylmethyl)cyanoguanidine analogs as S1PR2 antagonists.

Technology Process of Ethyl 5-methyl-3-oxohexanoate

There total 31 articles about Ethyl 5-methyl-3-oxohexanoate 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: 95.0%

4-methyl-2-pentanone (108-10-1) + Diethyl carbonate (105-58-8,76619-83-5) → 5-methyl-3-oxo-hexanoic acid ethyl ester (34036-16-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 - 25 ℃; for 4h; Heating / reflux;

Reference yield: 94.0%

ethyl potassium malonate (6148-64-7) + isopentanoyl chloride (108-12-3) → 5-methyl-3-oxo-hexanoic acid ethyl ester (34036-16-3)

Guidance literature:

ethyl potassium malonate; With triethylamine; magnesium chloride; In acetonitrile; at 10 - 25 ℃; for 2.5h;

isopentanoyl chloride; With triethylamine; In acetonitrile; at 0 - 25 ℃; for 18h;

Reference yield: 90.0%

2-diazo-3-hydroxy-5-methyl-hexanoic acid ethyl ester (693810-98-9) → 5-methyl-3-oxo-hexanoic acid ethyl ester (34036-16-3)

Guidance literature:

With copper(II) sulfate; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2006.10.059

upstream raw materials:

2-acetyl-5-methyl-3-oxo-hexanoic acid ethyl ester

4-methyl-2-pentanone

Diethyl carbonate

ethyl acetoacetate

Downstream raw materials:

3-[2-(2-Amino-phenyl)-3-bromo-benzofuran-5-ylmethyl]-2-ethyl-5-isobutyl-3H-imidazole-4-carboxylic acid ethyl ester

3-[3-Bromo-2-(2-trifluoromethanesulfonylamino-phenyl)-benzofuran-5-ylmethyl]-2-ethyl-5-isobutyl-3H-imidazole-4-carboxylic acid

3-[3-Bromo-2-(2-tert-butoxycarbonylamino-phenyl)-benzofuran-5-ylmethyl]-2-ethyl-5-isobutyl-3H-imidazole-4-carboxylic acid ethyl ester

3-[3-Bromo-2-(2-trifluoromethanesulfonylamino-phenyl)-benzofuran-5-ylmethyl]-2-ethyl-5-isobutyl-3H-imidazole-4-carboxylic acid ethyl ester

Refernces

• 1、 Einsiedler, Manuel,Jamieson, Cooper S.,Maskeri, Mark A.,Houk, Kendall N.,Gulder, Tobias A. M.. "Fungal Dioxygenase AsqJ Is Promiscuous and Bimodal: Substrate-Directed Formation of Quinolones versus Quinazolinones". . p. 8297 - 8302. Retrieved 2021/03/01.
• 2、 Jia, Haiyong,Yu, Ji,Du, Xianhong,Cherukupalli, Srinivasulu,Zhan, Peng,Liu, Xinyong. "Design, diversity-oriented synthesis and biological evaluation of novel heterocycle derivatives as non-nucleoside HBV capsid protein inhibitors". . . Retrieved 2020/07/25.