(R)-2-Bromo-3-phenylpropionic acid

Base Information

• Chemical Name: (R)-2-Bromo-3-phenylpropionic acid
• CAS No.: 42990-55-6
• Molecular Formula: C₉H₉BrO₂
• Molecular Weight: 229.073
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID00471756
• Nikkaji Number: J70.770H
• Wikidata: Q82300409
• Mol file: 42990-55-6.mol

Synonyms:42990-55-6;(R)-2-BROMO-3-PHENYLPROPIONIC ACID;(R)-2-bromo-3-phenylpropanoic acid;(D)-2-Bromo-3-phenylpropionic Acid;(2R)-2-BROMO-3-PHENYLPROPANOIC ACID;Benzenepropanoic acid, a-bromo-, (aR)-;(R)-2-Bromo-3-phenylpropionicacid;MFCD00210120;3-Phenyl-2(R)-bromopropionic acid;SCHEMBL4316458;DTXSID00471756;WDRSCFNERFONKU-MRVPVSSYSA-N;(2R)-2-bromo-3-phenylpropionic acid;(R)-2-Bromo-3-phenyl-propionic acid;AKOS030242103;BS-49437;CS-0312148;A20408;E76077

Chemical Property of (R)-2-Bromo-3-phenylpropionic acid

Chemical Property:

• Vapor Pressure: 4.54E-06mmHg at 25°C
• Melting Point: 145-155oC
• Boiling Point: 394.3°C at 760 mmHg
• Flash Point: 172.5°C
• PSA: 37.30000
• Density: 1.425g/cm³
• LogP: 2.07720
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

99.5% ^*data from raw suppliers

(D)-2-Bromo-3-phenylpropionicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-2-Bromo-3-phenylpropionic acid

There total 31 articles about (R)-2-Bromo-3-phenylpropionic 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%

ethane-1,2-diaminium bis[(2R)-2-bromo-3-phenylpropanoate] → (S)-(alpha)-bromobenzenepropanoic acid (42990-55-6,35016-63-8,42990-49-8,16503-53-0)

Guidance literature:

With hydrogenchloride; In di-isopropyl ether; water; at 20 ℃; for 0.5h; pH=1.5 - 6.7;

Reference yield: 92.7%

D-(R)-phenylalanine (673-06-3,25191-15-5,658-69-5,67675-33-6) → (S)-(alpha)-bromobenzenepropanoic acid (42990-55-6,35016-63-8,42990-49-8,16503-53-0)

Guidance literature:

D-(R)-phenylalanine; With hydrogen bromide; In water; toluene; at -5 - 15 ℃; for 5h;

With sodium nitrite; In water; toluene; at -6 - 15 ℃; for 6h;

Reference yield: 92.7%

(D)-phenyl-alanine (828-02-4) → (S)-(alpha)-bromobenzenepropanoic acid (42990-55-6,35016-63-8,42990-49-8,16503-53-0)

Guidance literature:

With hydrogen bromide; sodium nitrite; In water; toluene;

upstream raw materials:

D-(R)-phenylalanine

2-bromo-3-phenylpropanoic acid

L-phenylalanine

(S)-2-(4-chlorobenzenesulfonyloxy)-3-phenylpropionic acid

Downstream raw materials:

N-benzyloxy-D-phenylalanine

N-<2-(R)-bromo-3-phenylpropionyl>-L-proline

(R)-2-bromo-3-phenylpropionic acid methyl ester

phenyllactic acid

Refernces

• 1、 Samuels, Eric R.,Sevrioukova, Irina F.. "Direct synthesis of α-thio aromatic acids from aromatic amino acids". supporting information. p. 1140 - 1142. Retrieved 2018/02/23.
• 2、 Poras, Hervé,Patouret, Rémi,Leiris, Simon,Ouimet, Tanja,Fournié-Zaluski, Marie-Claude,Roques, Bernard P.. "Substituted α-mercaptoketones, new types of specific neprilysin inhibitors". . p. 3883 - 3890. Retrieved 2017/07/27.