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

Base Information

• Chemical Name: (R)-3-(4-Fluorophenyl)-2-hydroxypropanoic acid
• CAS No.: 124980-94-5
• Molecular Formula: C9H9FO3
• Molecular Weight: 184
• Hs Code.: 2918199890
• DSSTox Substance ID: DTXSID90432518
• Nikkaji Number: J1.173.703J
• Wikidata: Q82246583
• Mol file: 124980-94-5.mol

Synonyms:(R)-3-(4-FLUOROPHENYL)-2-HYDROXYPROPANOIC ACID;124980-94-5;(2R)-3-(4-FLUOROPHENYL)-2-HYDROXYPROPANOIC ACID;MFCD03839851;SCHEMBL1906640;DTXSID90432518;ZEA98094;AKOS006276438;CS-0046987;(R)-2-Hydroxy-3-(4-fluorophenyl)propanoic acid;(r)-3-(4-fluorophenyl)-2-hydroxy propionic acid;A890332;(R)-3-(4-FLUOROPHENYL)-2-HYDROXYPROPANOICACID;Benzenepropanoic acid, 4-fluoro-alpha-hydroxy-, (alphaR)-

Chemical Property of (R)-3-(4-Fluorophenyl)-2-hydroxypropanoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 337.301°C at 760 mmHg
• Flash Point: 157.795°C
• PSA: 57.53000
• Density: 1.359g/cm³
• LogP: 0.81370
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 184.05357231
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

98%min ^*data from raw suppliers

(R)-3-(4-Fluorophenyl)-2-HydroxypropanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(C(=O)O)O)F
• Isomeric SMILES: C1=CC(=CC=C1C[C@H](C(=O)O)O)F

Technology Process of (R)-3-(4-Fluorophenyl)-2-hydroxypropanoic acid

There total 9 articles about (R)-3-(4-Fluorophenyl)-2-hydroxypropanoic 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: 100.0%

(+)-2-(benzyloxy)-3-(4-fluorophenyl)propionic acid → (2R)-3-(4-fluorophenyl)-2-hydroxypropanoic acid (124980-94-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; under 760.051 Torr; Inert atmosphere;

DOI:10.1021/ja909810k

Reference yield: 77.0%

(R)-4-fluorophenylalanine (18125-46-7) → (2R)-3-(4-fluorophenyl)-2-hydroxypropanoic acid (124980-94-5)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; at 0 - 20 ℃; Cooling with ice;

Reference yield: 72.5%

L-4-fluorophenylalanine (1132-68-9) → (S)-3-(4-fluorophenyl)-2-hydroxypropionic acid (124980-93-4,124980-94-5)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; at 0 - 20 ℃;

DOI:10.1021/jo050156n

upstream raw materials:

4-Fluorophenylalanine

(Z)-4-(4-fluorobenzylidene)-2-methyloxazol-5(4H)-one

4-fluorobenzaldehyde

sodium 3-(4-fluorophenyl)-2-oxopropionate

Downstream raw materials:

(R)-methyl 3-(4-fluorophenyl)-2-hydroxypropanoate

Refernces

• 1、 O'Hagan, David,Robins, Richard J.,Wilson, Marina,Wong, Chi W.,Berry, Marc,Zabetakis, Ioannis. "Fluorinated tropane alkaloids generated by directed biosynthesis in transformed root cultures of Datura stramonium". . p. 2117 - 2120. Retrieved 1999.
• 2、 -. "ANTHELMINTIC DEPSIPEPTIDE COMPOUNDS". Page/Page column 194; 195. . Retrieved 2016/12/07.
• 3、 -. "AMINOPYRIDINE DERIVATIVES AS KALLIKREIN INHIBITORS". Page/Page column 62. . Retrieved 2011/05/11.