(2S)-3-(4-aminophenyl)-2-azaniumylpropanoate

Base Information

• Chemical Name: (2S)-3-(4-aminophenyl)-2-azaniumylpropanoate
• CAS No.: 943-80-6
• Molecular Formula: C9H12N2O2
• Molecular Weight: 180.206
• Hs Code.: 2922499990
• Mol file: 943-80-6.mol

Synonyms:para-amino-l-phenylalanine;(2S)-3-(4-aminophenyl)-2-azaniumylpropanoate;CHEBI:143072;4-amino-L-phenylalanine zwitterion

Chemical Property of (2S)-3-(4-aminophenyl)-2-azaniumylpropanoate

Chemical Property:

• Appearance/Colour: white needle crystal
• Melting Point: 265 °C (decomp)
• Boiling Point: 383.5 °C at 760 mmHg
• PKA: 2.14±0.10(Predicted)
• Flash Point: 185.8 °C
• PSA: 89.34000
• Density: 1.289 g/cm³
• LogP: 1.50470
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Methanol (Slightly, Sonicated), Water (Slightly, Sonicated)
• Water Solubility.: Soluble in water.
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 180.089877630
• Heavy Atom Count: 13
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-L-phenylalanine 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(C(=O)[O-])[NH3+])N
• Isomeric SMILES: C1=CC(=CC=C1C[C@@H](C(=O)[O-])[NH3+])N
• Uses: It finds its application in the purification of peptide synthetases involved in pristinamycin I biosynthesis.

Technology Process of (2S)-3-(4-aminophenyl)-2-azaniumylpropanoate

There total 11 articles about (2S)-3-(4-aminophenyl)-2-azaniumylpropanoate 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: 87.0%

4-nitro-3-phenyl-L-alanine (949-99-5) → 4-amino-L-phenylalanine (943-80-6)

Guidance literature:

With barium sulfate; hydrogen; palladium;

DOI:10.2174/1570180812666141206001604

Reference yield:

C26H28N4O4 (1432516-19-2) → L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + 4-amino-L-phenylalanine (943-80-6)

Guidance literature:

With hydrogenchloride; water; phenol; at 110 ℃; for 17h;

DOI:10.1016/j.bmcl.2013.03.041

Reference yield:

chorismic acid (80657-95-0) → 4-amino-L-phenylalanine (943-80-6) + 4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + 4-Amino-1-(2-carboxy-2-oxo-ethyl)-cyclohexa-2,5-dienecarboxylic acid; compound with trifluoro-acetic acid (97279-80-6) + (3R,4R)-4-Amino-3-(1-carboxy-vinyloxy)-cyclohexa-1,5-dienecarboxylic acid (97279-79-3)

Guidance literature:

With Streptomyces venezuelae; Multistep reaction; pH=8.5, MgCl₂;

DOI:10.1021/ja00303a038

upstream raw materials:

4-nitro-3-phenyl-L-alanine

chorismic acid

methyl p-amino-DL-phenylalaninate dihydrochloride

hydrogenchloride

Downstream raw materials:

4-(2-aminoethyl)aniline dihydrochloride

p-aminocinnamic acid

4,4'-diamino-α-truxillic acid diethyl ester

4,4'-diamino-α-truxillic acid dimethyl ester