(2R)-2-(4-hydroxyphenyl)propanoic acid

Base Information

• Chemical Name: (2R)-2-(4-hydroxyphenyl)propanoic acid
• CAS No.: 59092-88-5
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 2918999090
• European Community (EC) Number: 814-304-3
• UNII: L2UG7W7M0T
• Nikkaji Number: J1.419.338C
• Mol file: 59092-88-5.mol

Synonyms:59092-88-5;(2R)-2-(4-hydroxyphenyl)propanoic acid;(R)-2-(4-Hydroxyphenyl)propanoic acid;L2UG7W7M0T;2-(4-Hydroxyphenyl)propionic acid, (2R)-;(R)-(-)-2-(p-Hydroxyphenyl)propionic acid;MFCD21606316;UNII-L2UG7W7M0T;(?)-p-Hydroxyhydratropic acid;SCHEMBL1345582;Benzeneacetic acid, 4-hydroxy-alpha-methyl-, (alphaR)-;AC1142;(R)-2-(4-Hydroxyphenyl)propanoicacid;PS-11645;(r)-(-)-2-(4-hydroxyphenyl)propanoic acid;(alphaR)-4-Hydroxy-alpha-methylbenzeneacetic acid;A917826;(.ALPHA.R)-4-HYDROXY-.ALPHA.-METHYLBENZENEACETIC ACID;BENZENEACETIC ACID, 4-HYDROXY-.ALPHA.-METHYL-, (.ALPHA.R)-

Chemical Property of (2R)-2-(4-hydroxyphenyl)propanoic acid

Chemical Property:

• Melting Point: 156-158 °C
• Boiling Point: 328.3±17.0 °C(Predicted)
• PKA: 4.55±0.10(Predicted)
• PSA: 57.53000
• Density: 1.253±0.06 g/cm3(Predicted)
• LogP: 1.58030
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

(2R)-2-(4-Hydroxyphenyl)propanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2R)-2-(4-hydroxyphenyl)propanoic acid

There total 4 articles about (2R)-2-(4-hydroxyphenyl)propanoic 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:

(R)-O-desmethylangolensin → (R)-(-)-2-(4-hydroxyphenyl)propanoic acid (59092-88-5)

Guidance literature:

With sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In chloroform; at 20 ℃; for 25h;

DOI:10.1016/j.foodchem.2014.08.122

Reference yield:

2-(4-hydroxyphenyl)propionic acid ethylester (56355-15-8) → 2-(4-hydroxyphenyl)propionic acid (124578-19-4) + (R)-(-)-2-(4-hydroxyphenyl)propanoic acid (59092-88-5)

Guidance literature:

With lipase from Candida rugosa; In aq. phosphate buffer; at 45 ℃; for 24h; pH=6.5; Reagent/catalyst; Optical yield = 85 %ee; enantioselective reaction; Resolution of racemate;

DOI:10.1007/s11696-019-00796-9

Reference yield:

2-(4-Hydroxy-phenyl)-propionic acid (938-96-5) → 2-(4-hydroxyphenyl)propionic acid (124578-19-4) + (R)-(-)-2-(4-hydroxyphenyl)propanoic acid (59092-88-5)

Guidance literature:

With Chiralpack IC column; In ethanol; hexane; trifluoroacetic acid; Resolution of racemate;

DOI:10.1021/acs.jmedchem.1c00034

upstream raw materials:

2-(4-hydroxyphenyl)propionic acid ethylester

2-(4-Hydroxy-phenyl)-propionic acid

Downstream raw materials:

(R)-(-)-2-(4-hydroxyphenyl)propionic acid isopropylester

(R)-(-)-2-(4-hydroxyphenyl) propionic acid N,N-dimethylcarbamoyl methyl ester

Meraxin

(R)-(-)-2-(4-trifluoromethanesulfonyloxy)phenylpropionic acid

Refernces

• 1、 Le Manach, Claire,Dam, Jean,Woodland, John G.,Kaur, Gurminder,Khonde, Lutete P.,Brunschwig, Christel,Njoroge, Mathew,Wicht, Kathryn J.,Horatscheck, André,Paquet, Tanya,Boyle, Grant A.,Gibhard, Liezl,Taylor, Dale,Lawrence, Nina,Yeo, Tomas,Mok, Sachel,Eastman, Richard T.,Dorjsuren, Dorjbal,Talley, Daniel C.,Guo, Hui,Simeonov, Anton,Reader, Janette,Van Der Watt, Mari?tte,Erlank, Erica,Venter, Nelius,Zawada, Jacek W.,Aswat, Ayesha,Nardini, Luisa,Coetzer, Theresa L.,Lauterbach, Sonja B.,Bezuidenhout, Belinda C.,Theron, Anjo,Mancama, Dalu,Koekemoer, Lizette L.,Birkholtz, Lyn-Marie,Wittlin, Sergio,Delves, Michael,Ottilie, Sabine,Winzeler, Elizabeth A.,Smith, Dennis,Fidock, David A.,Street, Leslie J.,Basarab, Gregory S.,Duffy, James,Chibale, Kelly. "Identification and Profiling of a Novel Diazaspiro[3.4]octane Chemical Series Active against Multiple Stages of the Human Malaria Parasite Plasmodium falciparum and Optimization Efforts". supporting information. p. 2291 - 2309. Retrieved 2021/03/01.
• 2、 -. "PROPIONIC ACID DERIVATIVE". . . Retrieved 2008/06/13.