2-AMINO-3-P-TOLYL-PROPIONIC ACID

Base Information

• Chemical Name: 2-AMINO-3-P-TOLYL-PROPIONIC ACID
• CAS No.: 4599-47-7
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Hs Code.: 2922499990
• Mol file: 4599-47-7.mol

Synonyms:DL-Phenylalanine,4-methyl-;3-p-Tolyl-DL-alanine;DL-4'-Methylphenylalanine;p-Methyl-DL-phenylalanine;2-Amino-3-p-tolyl-propionic acid;

Chemical Property of 2-AMINO-3-P-TOLYL-PROPIONIC ACID

Chemical Property:

• Vapor Pressure: 0.000107mmHg at 25°C
• Melting Point: 277oC
• Refractive Index: 1.568
• Boiling Point: 323.507 °C at 760 mmHg
• Flash Point: 149.452 °C
• PSA: 63.32000
• Density: 1.166 g/cm³
• LogP: 1.64970

Purity/Quality:

99% ^*data from raw suppliers

DL-4-Methylphenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-AMINO-3-P-TOLYL-PROPIONIC ACID

There total 39 articles about 2-AMINO-3-P-TOLYL-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: 51.0%

N-benzoyl-(R,S)-4-methylphenylalanine methyl ester (140861-05-8) → p-methylphenylalanine (4599-47-7)

Guidance literature:

N-benzoyl-(R,S)-4-methylphenylalanine methyl ester; With hydrogenchloride; acetic acid; for 3h; Heating;

With aniline; In ethanol; at 4 ℃; for 16h; Further stages.;

Reference yield: 46.0%

p-methylphenylalanine (4599-47-7) → 4-methyl-L-phenylalanine (1991-87-3,4599-47-7,7758-37-4,49759-61-7)

Guidance literature:

With sodium hydroxide; oxygen; at 30 ℃; for 43h; pH=7.3; optical yield given as %ee; enantioselective reaction; aq. buffer; Enzymatic reaction;

DOI:10.1016/j.bmcl.2008.12.100

Reference yield:

2-oxo-3-(p-tolyl)propanoic acid (38335-22-7) + 2,2-diphenylglycine (3060-50-2) → benzophenone (119-61-9) + 4-methyl-L-phenylalanine (1991-87-3,4599-47-7,7758-37-4,49759-61-7) + (R)-2-amino-3-(4-methylphenyl)propionic acid

Guidance literature:

With C₃₉H₃₃N₃O₂*2ClH; In methanol; water; at 20 ℃; for 72h; enantioselective reaction;

DOI:10.1016/j.tetlet.2016.09.005

upstream raw materials:

2-acetylamino-2-(4-methylbenzyl)malonic acid diethyl ester

α-benzoylamino-4-methyl-cinnamic acid

N-benzoyl-(R,S)-4-methylphenylalanine methyl ester

(4-methylbenzyl)magnesium chloride

Downstream raw materials:

(S)-2-(2-Nitro-phenylsulfanylamino)-3-p-tolyl-propionic acid

2-Chloromethyl-4-[1-p-tolyl-meth-(Z)-ylidene]-4H-oxazol-5-one

4-methyl-L-phenylalanine

(R)-3-amino-3-(4-methyl-phenyl)-propionic acid

Refernces

• 1、 Weise, Nicholas J.,Thapa, Prasansa,Ahmed, Syed T.,Heath, Rachel S.,Parmeggiani, Fabio,Turner, Nicholas J.,Flitsch, Sabine L.. "Bi-enzymatic Conversion of Cinnamic Acids to 2-Arylethylamines". . p. 995 - 998. Retrieved 2020/01/21.
• 2、 Chen, Gang,Zhuang, Zhe,Li, Gen-Cheng,Saint-Denis, Tyler G.,Hsiao, Yi,Joe, Candice L.,Yu, Jin-Quan. "Ligand-Enabled β-C–H Arylation of α-Amino Acids Without Installing Exogenous Directing Groups". supporting information. p. 1506 - 1509. Retrieved 2017/02/05.