3-(4-Fluorophenyl)-3-oxopropanoic acid

Base Information

• Chemical Name: 3-(4-Fluorophenyl)-3-oxopropanoic acid
• CAS No.: 7761-30-0
• Molecular Formula: C9H7FO3
• Molecular Weight: 182.151
• NSC Number: 126608
• DSSTox Substance ID: DTXSID60298865
• Wikidata: Q82040953
• Mol file: 7761-30-0.mol

Synonyms:3-(4-fluorophenyl)-3-oxopropanoic acid;2-(4-FLUOROBENZOYL)ACETIC ACID;80646-00-0;NSC126608;SCHEMBL904555;DTXSID60298865;WSWKUJUQMXOEQK-UHFFFAOYSA-N;MFCD01310984;AKOS006277598;NSC-126608;3-(4-fluorophenyl)-3-oxoproprionic acid;AS-78346;SY226864;CS-0372608

Chemical Property of 3-(4-Fluorophenyl)-3-oxopropanoic acid

Chemical Property:

• Boiling Point: 305.0±25.0 °C(Predicted)
• PKA: 2.42±0.54(Predicted)
• PSA: 54.37000
• Density: 1.352±0.06 g/cm3(Predicted)
• LogP: 1.48310
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Sparingly)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 182.03792224
• Heavy Atom Count: 13
• Complexity: 207

Purity/Quality:

97% ^*data from raw suppliers

4-Fluoro-a-oxo-benzenepropanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CC(=O)O)F
• Uses: 4-Fluoro-a-oxo-benzenepropanoic Acid can be prepared to use as serine?/threonine kinase inhibitors to treat diseases.

Technology Process of 3-(4-Fluorophenyl)-3-oxopropanoic acid

There total 14 articles about 3-(4-Fluorophenyl)-3-oxopropanoic 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: 89.0%

2-(4-fluorobenzyl)-2-hydroxy-4-methylmorpholin-3-one → sodium 3-(4-fluorophenyl)-2-oxopropionate (7761-30-0)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1246/bcsj.69.2079

Reference yield: 86.0%

(Z)-4-(4-fluorobenzylidene)-2-methyloxazol-5(4H)-one (125772-83-0) → sodium 3-(4-fluorophenyl)-2-oxopropionate (7761-30-0)

Guidance literature:

With hydrogenchloride; In water; Reflux;

Reference yield: 72.0%

4-(4-fluorophenyl)methylene-2-methyl-5(4H)-oxazolone (586-08-3) → sodium 3-(4-fluorophenyl)-2-oxopropionate (7761-30-0)

Guidance literature:

With hydrogenchloride; water; Reflux;

DOI:10.1021/jm2016182

upstream raw materials:

α-acetylamino-4-fluoro-cinnamic acid

L-4-fluorophenylalanine

4-(4-fluoro-benzylidene)-2-methyl-4H-oxazol-5-one

4-fluorobenzaldehyde

Downstream raw materials:

C₁₁H₁₃FN₂O₂S

(2R)-3-(4-fluorophenyl)-2-hydroxypropanoic acid

3-(4-fluorophenyl)-2-hydroxypropionic acid

L-4-fluorophenylalanine

Refernces

• 1、 Parmeggiani, Fabio,Lovelock, Sarah L.,Weise, Nicholas J.,Ahmed, Syed T.,Turner, Nicholas J.. "Synthesis of D- and L-Phenylalanine Derivatives by Phenylalanine Ammonia Lyases: A Multienzymatic Cascade Process". . p. 4608 - 4611. Retrieved 2015/04/14.
• 2、 Baud, Matthias G. J.,Leiser, Thomas,Haus, Patricia,Samlal, Sharon,Wong, Ai Ching,Wood, Robert J.,Petrucci, Vanessa,Gunaratnam, Mekala,Hughes, Siobhan M.,Buluwela, Lakjaya,Turlais, Fabrice,Neidle, Stephen,Meyer-Almes, Franz-Josef,White, Andrew J. P.,Fuchter, Matthew J.. "Defining the mechanism of action and enzymatic selectivity of psammaplin A against its epigenetic targets". . p. 1731 - 1750. Retrieved 2012/04/23.