(S)-3-Amino-3-(3-bromo-phenyl)-propionic acid

Base Information

• Chemical Name: (S)-3-Amino-3-(3-bromo-phenyl)-propionic acid
• CAS No.: 275826-35-2
• Molecular Formula: C₉H₁₀BrNO₂
• Molecular Weight: 244.088
• Hs Code.: 2922499990
• European Community (EC) Number: 675-960-2
• Nikkaji Number: J1.302.435I
• Mol file: 275826-35-2.mol

Synonyms:275826-35-2;(S)-3-Amino-3-(3-bromophenyl)propanoic acid;(S)-3-Amino-3-(3-bromo-phenyl)-propionic acid;(3S)-3-amino-3-(3-bromophenyl)propanoic acid;(s)-3-(3-bromophenyl)-beta-alanine;(s)-3-amino-3-(3-bromophenyl)propionic acid;h-beta-phe(3-br)-oh;(S)-3-Amino-3-(3-bromophenyl)propanoicacid;h-d-phg(3-br)-(c*ch2)oh;SCHEMBL21459503;(S)-beta-(3-Bromophenyl)alanine;MFCD04113686;AKOS016843852;AC-6695;AC-22012;AS-36836;CS-0156972;s-3-amino-3-(3-brom-phenyl)-propionic acid;EN300-385740;(s)-3-amino-3-(3-bromo-phenyl)-propanoic acid;J-016820;Benzenepropanoic acid, beta-amino-3-bromo-, (betaS)-

Chemical Property of (S)-3-Amino-3-(3-bromo-phenyl)-propionic acid

Chemical Property:

• Boiling Point: 367.3 °C at 760 mmHg
• PKA: 3.60±0.10(Predicted)
• Flash Point: 176 °C
• PSA: 63.32000
• Density: 1.585 g/cm³
• LogP: 2.62390
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 242.98949
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

99.3% ^*data from raw suppliers

(S)-3-Amino-3-(3-bromo-phenyl)-propionicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-3-Amino-3-(3-bromo-phenyl)-propionic acid

There total 13 articles about (S)-3-Amino-3-(3-bromo-phenyl)-propionic 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: 78.0%

m-bromobenzoic aldehyde (3132-99-8) + malonic acid (141-82-2) → 3-amino-3-(3-bromo-phenyl)-propionic acid (117391-50-1,275826-35-2,788153-27-5)

Guidance literature:

With ammonium formate; In ethanol; for 4h; Reflux;

DOI:10.1002/adsc.201600894

Reference yield: 62.0%

m-bromobenzoic aldehyde (3132-99-8) + malonic acid (141-82-2) → 3-Bromocinnamic acid (14473-91-7) + 3-amino-3-(3-bromo-phenyl)-propionic acid (117391-50-1,275826-35-2,788153-27-5)

Guidance literature:

With ammonium acetate; In butan-1-ol; Heating;

DOI:10.1007/s11176-005-0377-9

Reference yield: 34.0%

n-propyl 3-amino-3-(3-bromophenyl)propionate → C12H16BrNO2 + (S)-3-amino-3-(3-bromophenyl)propionic acid (275826-35-2,788153-27-5)

Guidance literature:

With Amano Lipase PS; water; In tert-butyl methyl ether; for 15h; pH=8.2; optical yield given as %ee; enantioselective reaction; Enzymatic reaction;

DOI:10.1021/op200084g

upstream raw materials:

m-bromobenzoic aldehyde

malonic acid

3-amino-3-(3-bromo-phenyl)-propionic acid

3-bromocinnamic acid

Downstream raw materials:

3-amino-3-(3-bromo-phenyl)-propionic acid methyl ester

Refernces

• 1、 MacDonald, Simon J. F.,Nortcliffe, Andrew,Robinson, Henry,Simelis, Klemensas,Stillibrand, Joe. "Iridium-catalysed C-H borylation of β-aryl-aminopropionic acids". supporting information. p. 6696 - 6701. Retrieved 2020/09/21.
• 2、 Casimiro-Garcia, Agustin,Trujillo, John I.,Vajdos, Felix,Juba, Brian,Banker, Mary Ellen,Aulabaugh, Ann,Balbo, Paul,Bauman, Jonathan,Chrencik, Jill,Coe, Jotham W.,Czerwinski, Robert,Dowty, Martin,Knafels, John D.,Kwon, Soojin,Leung, Louis,Liang, Sidney,Robinson, Ralph P.,Telliez, Jean-Baptiste,Unwalla, Ray,Yang, Xin,Thorarensen, Atli. "Identification of Cyanamide-Based Janus Kinase 3 (JAK3) Covalent Inhibitors". . p. 10665 - 10699. Retrieved 2019/01/03.