Ethyl 3-oxo-3-(2,4,5-trifluoro-3-methoxyphenyl)propanoate

Base Information

• Chemical Name: Ethyl 3-oxo-3-(2,4,5-trifluoro-3-methoxyphenyl)propanoate
• CAS No.: 112811-68-4
• Molecular Formula: C12H11 F3 O4
• Molecular Weight: 276.212
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID80442207
• Wikidata: Q82259357
• Mol file: 112811-68-4.mol

Synonyms:112811-68-4;ethyl 3-oxo-3-(2,4,5-trifluoro-3-methoxyphenyl)propanoate;Ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate;3-OXO-3-(2,4,5-TRIFLUORO-3-METHOXY-PHENYL)-PROPIONIC ACID ETHYL ESTER;3-Oxo-3-(2,4,5-trifluoro-3-methoxyphenyl)propionic acid ethyl ester;ETHYL 3-(2,4,5-TRIFLUORO-3-METHOXYPHENYL)-3-OXOPROPANOATE;Benzenepropanoic acid,2,4,5-trifluoro-3-methoxy-b-oxo-, ethyl ester;SCHEMBL966496;DTXSID80442207;WTKWXCRLEWADRT-UHFFFAOYSA-N;Ethyl 3-oxo-3-(2,4,5-trifluoro-3-methoxy-phenyl)propanoate;AB1441;MFCD06658447;AKOS015911279;SB30768;AS-72534;AM20020216;CS-0076017;FT-0701060;Ethyl3-methoxy-2,4,5-trifluorobenzoylacetate;EN300-239849;Ethyl 2,4,5-trifluoro-3-methoxybenzoylacetate;ethyl-3-methoxy-2,4,5-trifluorobenzoylacetate;ethyl (3-methoxy-2,4,5-trifluorobenzoyl)acetate;Ethyl 3-methoxy-2,4,5-trifluorobenzoyl acetate;A802660;J-521316;F2167-1309;ethyl3-oxo-3-(2,4,5-trifluoro-3-methoxyphenyl)propanoate;3-Oxo-3-(2,4,5-trifluoro-3-methoxyphenyl)propionicacidethylester;3-oxo-3-(2,4,5-trifluoro-3-methoxyphenyl)propanoic acid ethyl ester

Chemical Property of Ethyl 3-oxo-3-(2,4,5-trifluoro-3-methoxyphenyl)propanoate

Chemical Property:

• Melting Point: 59-60 °C
• Boiling Point: 317.7±37.0 °C(Predicted)
• PKA: 10.69±0.50(Predicted)
• PSA: 52.60000
• Density: 1.311±0.06 g/cm3(Predicted)
• LogP: 2.24840
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 276.06094331
• Heavy Atom Count: 19
• Complexity: 337

Purity/Quality:

99% ^*data from raw suppliers

Ethyl3-Methoxy-2,4,5-trifluorobenzoylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)C1=CC(=C(C(=C1F)OC)F)F
• Uses: Ethyl 3-Methoxy-2,4,5-trifluorobenzoylacetate is used in the preparation of antimycobacterial, antibacterial activities, and SAR of fluorocyclopropyl fluoroquinolone oxime derivatives.

Technology Process of Ethyl 3-oxo-3-(2,4,5-trifluoro-3-methoxyphenyl)propanoate

There total 11 articles about Ethyl 3-oxo-3-(2,4,5-trifluoro-3-methoxyphenyl)propanoate 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: 89.0%

diethyl 3-methoxy-2,4,5-trifluorobenzoylmalonate (112811-67-3) → ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4)

Guidance literature:

With water; toluene-4-sulfonic acid; for 16h; Heating / reflux;

Reference yield: 76.0%

→ ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4)

Guidance literature:

Reference yield:

hydrogen ethyl malonate (1071-46-1) + 2,4,5-trifluoro-3-methoxybenzoyl chloride (112811-66-2) → ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4)

Guidance literature:

With [2,2]bipyridinyl; n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h;

DOI:10.1021/jm00022a013

upstream raw materials:

hydrogen ethyl malonate

2,4,5-trifluoro-3-methoxybenzoyl chloride

3-methoxy-2,4,5-trifluorobenzoic acid

methyl 3-methoxy-2,4,5-trifluorobenzoate

Downstream raw materials:

6,7-difluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Refernces

• 1、 Liu, Hongmin,Huang, Ju,Wang, Jiayang,Wang, Minghua,Liu, Mingliang,Wang, Bin,Guo, Huiyuan,Lu, Yu. "Synthesis, antimycobacterial and antibacterial evaluation of l-[(1R, 2S)-2-fluorocyclopropyl]fluoroquinolone derivatives containing an oxime functional moiety". . p. 628 - 638. Retrieved 2015/01/16.
• 2、 Marks, Kevin R.,Malik, Muhammad,Mustaev, Arkady,Hiasa, Hiroshi,Drlica, Karl,Kerns, Robert J.. "Synthesis and evaluation of 1-cyclopropyl-2-thioalkyl-8-methoxy fluoroquinolones". . p. 4585 - 4588. Retrieved 2011/09/15.