2-Amino-3-(3,5-dimethylphenyl)propanoic acid

Base Information

• Chemical Name: 2-Amino-3-(3,5-dimethylphenyl)propanoic acid
• CAS No.: 103854-27-9
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.246
• NSC Number: 21954
• DSSTox Substance ID: DTXSID40281553
• Mol file: 103854-27-9.mol

Synonyms:2-amino-3-(3,5-dimethylphenyl)propanoic acid;103854-27-9;3,5-Dimethyl-DL-Phenylalanine;(2S)-2-amino-3-(3,5-dimethylphenyl)propanoic acid;259726-57-3;NSC21954;SCHEMBL5324111;DTXSID40281553;NSC-21954;AKOS010257395;BS-48972;BB 0257785;FT-0692016;EN300-70450;A50335

Chemical Property of 2-Amino-3-(3,5-dimethylphenyl)propanoic acid

Chemical Property:

• Boiling Point: 337.0±30.0 °C(Predicted)
• PKA: 2.23±0.20(Predicted)
• PSA: 63.32000
• Density: 1.136±0.06 g/cm3(Predicted)
• LogP: 1.95810
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

DL-3,5-DIMETHYLPHENYLALANINE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)CC(C(=O)O)N)C

Technology Process of 2-Amino-3-(3,5-dimethylphenyl)propanoic acid

There total 5 articles about 2-Amino-3-(3,5-dimethylphenyl)propanoic 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:

acetylamino-(3,5-dimethyl-benzyl)-malonic acid diethyl ester (109936-73-4) → DL-3,5-dimethylphenylalanine (103854-27-9,1241680-65-8)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01572a065

Reference yield:

α-benzoylamino-4-iodo-3,5-dimethyl-trans-cinnamic acid ethyl ester → DL-3,5-dimethylphenylalanine (103854-27-9,1241680-65-8)

Guidance literature:

With phosphorus; hydrogen iodide; at 150 ℃;

DOI:10.1002/hlca.19520350736

Reference yield:

iodomesitylene (4028-63-1) → DL-3,5-dimethylphenylalanine (103854-27-9,1241680-65-8)

Guidance literature:

Multi-step reaction with 4 steps

1: MnO₂; aqueous H₂SO₄; CuSO₄

2: sodium acetate; acetic acid anhydride

3: ethanolic H₂SO₄

4: red phosphorus; aqueous HI / 150 °C

With manganese(IV) oxide; phosphorus; sulfuric acid; hydrogen iodide; sodium acetate; acetic anhydride; copper(II) sulfate;

DOI:10.1002/hlca.19520350736

upstream raw materials:

acetylamino-(3,5-dimethyl-benzyl)-malonic acid diethyl ester

iodomesitylene

4-iodo-3,5-dimethylbenzaldehyde

Downstream raw materials:

N-[1-(3,5-dimethyl-benzyl)-3-methyl-2-oxo-butyl]-isobutyramide

N-[1-(3,5-dimethyl-benzyl)-2-oxo-butyl]-propionamide

4-(3,5-dimethyl-benzyl)-5-ethyl-1,3-dihydro-imidazole-2-thione

4-(3,5-dimethyl-benzyl)-5-isopropyl-1,3-dihydro-imidazole-2-thione