DL-beta-(3-Bromophenyl)alanine

Base Information

• Chemical Name: DL-beta-(3-Bromophenyl)alanine
• CAS No.: 117391-50-1
• Molecular Formula: C9H10BrNO2
• Molecular Weight: 244.088
• Hs Code.: 2922499990
• Mol file: 117391-50-1.mol

Synonyms:3-(3-bromophenyl)-beta-alanine;3-amino-3-(3-bromophenyl)propanoic acid;3-(3-bromophenyl)-beta-alanine;3-(3-bromophenyl)-DL-beta-alanine;3-Amino-3-(3-bromophenyl)propionic acid;3-Amino-3-(3-bromo-phenyl)-propionic acid;

Chemical Property of DL-beta-(3-Bromophenyl)alanine

Chemical Property:

• Vapor Pressure: 4.83E-06mmHg at 25°C
• Melting Point: 227 °C (dec.)(lit.)
• Refractive Index: 1.607
• Boiling Point: 367.325 °C at 760 mmHg
• PKA: 3.60±0.10(Predicted)
• Flash Point: 175.952 °C
• PSA: 63.32000
• Density: 1.585 g/cm³
• LogP: 2.62390
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

99% ^*data from raw suppliers

3-Amino-3-(3-bromophenyl)propionic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of DL-beta-(3-Bromophenyl)alanine

There total 2 articles about DL-beta-(3-Bromophenyl)alanine 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: 96.0%

3-amino-3-(3-bromo-phenyl)-propionic acid (117391-50-1,275826-35-2,788153-27-5) + trifluoroacetic anhydride (407-25-0) → 3-(3-bromophenyl)-3-(2,2,2-trifluoroacetamido)-propanoic acid (117291-13-1)

Guidance literature:

at 20 ℃; for 1.5h;

upstream raw materials:

m-bromobenzoic aldehyde

malonic acid

Downstream raw materials:

3-(3-bromophenyl)-3-(2,2,2-trifluoroacetamido)-propanoic acid

3-(3-Bromo-phenyl)-3-(2,2,2-trifluoro-acetylamino)-propionyl chloride

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

3-Bromocinnamic acid

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、 Weise, Nicholas J.,Ahmed, Syed T.,Parmeggiani, Fabio,Turner, Nicholas J.. "Kinetic Resolution of Aromatic β-Amino Acids Using a Combination of Phenylalanine Ammonia Lyase and Aminomutase Biocatalysts". supporting information. p. 1570 - 1576. Retrieved 2017/05/05.