4-Amino-2-phenylbutanoic acid

Base Information

• Chemical Name: 4-Amino-2-phenylbutanoic acid
• CAS No.: 13080-10-9
• Molecular Formula: C10H13 N O2
• Molecular Weight: 179.219
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID20926915
• Nikkaji Number: J65.858H
• Mol file: 13080-10-9.mol

Synonyms:4-amino-2-phenylbutyric acid;alpha-phenyl-gamma-aminobutyric acid;alpha-phenyl-gamma-aminobutyric acid, hydrochloride

Chemical Property of 4-Amino-2-phenylbutanoic acid

Chemical Property:

• Vapor Pressure: 7.39E-05mmHg at 25°C
• Melting Point: 200-202 °C
• Boiling Point: 328.9°Cat760mmHg
• PKA: 3.53±0.10(Predicted)
• Flash Point: 152.7°C
• PSA: 63.32000
• Density: 1.161
• LogP: 1.90390
• Storage Temp.: 2-8°C
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-2-phenylbutanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CCN)C(=O)O

Technology Process of 4-Amino-2-phenylbutanoic acid

There total 9 articles about 4-Amino-2-phenylbutanoic 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: 99.0%

(+/-)-3-cyano-2-phenylpropionic acid (442542-97-4) → (+/-)-4-amino-2-phenylbutanoic acid (13080-10-9)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; at 20 ℃; for 72h; under 2068.65 Torr;

DOI:10.3390/molecules13040716

Reference yield: 5.0%

formic acid (64-18-6) + cinnamylamine (4360-51-4) → (+/-)-4-amino-2-phenylbutanoic acid (13080-10-9) + (+/-)-α-benzyl-β-aminopropionic acid (95598-13-3)

Guidance literature:

With hydrogen; oxygen; In water; for 2.5h;

DOI:10.1246/cl.1985.145

Reference yield:

phenylacetic acid (103-82-2) → (+/-)-4-amino-2-phenylbutanoic acid (13080-10-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / nBuLi; Et₂NH / tetrahydrofuran / 24 h / 20 °C

2: H₂ / Pd/C

With n-butyllithium; hydrogen; diethylamine; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2007.03.037

upstream raw materials:

N-phthalyl-(+/-)-4-amino-2-phenylbutyric acid

2-oxo-3-phenyl-pyrrolidine-3-carboxylic acid methyl ester

formic acid

cinnamylamine

Downstream raw materials:

N-phthalyl-3-amino-2-phenylbutyric acid pantolactonyl ester

N-phthalyl-(+/-)-4-amino-2-phenylbutyric acid chloride

N-phthalyl-(+/-)-4-amino-2-phenylbutyric acid

Refernces

• 1、 Gil, Salvador,Parra, Margarita,Rodriguez, Pablo. "An efficient synthesis of γ-aminoacids and attempts to drive its enantioselectivity". . p. 716 - 728. Retrieved 2008.
• 2、 Calmes, Monique,Escale, Francoise,Martinez, Jean. "Synthesis of N-Boc-(R)-α-phenyl-γ-aminobutyric acid using an in situ diastereoselective protonation strategy". . p. 293 - 296. Retrieved 2007/10/03.