2-amino-2-(2-hydroxyphenyl)acetic Acid

Base Information

• Chemical Name: 2-amino-2-(2-hydroxyphenyl)acetic Acid
• CAS No.: 25178-38-5
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID60948035
• ChEMBL ID: CHEMBL4072680
• Mol file: 25178-38-5.mol

Synonyms:2-amino-2-(2-hydroxyphenyl)acetic Acid;25178-38-5;amino(2-hydroxyphenyl)acetic acid;D-2-HYDROXYPHENYLGLYCINE;L-2-HYDROXYPHENYLGLYCINE;Benzeneacetic acid, a-amino-2-hydroxy-;2-(2-hydroxyphenyl)-glycine;SCHEMBL3441250;CHEMBL4072680;DTXSID60948035;MFCD00014348;AKOS006281270;AB01138;AB32824;AB32827;FD13129;AC-13575;AS-48893;Benzeneacetic acid, alpha-amino-2-hydroxy-;CS-0186530;FT-0638500;FT-0695724;EN300-82696

Chemical Property of 2-amino-2-(2-hydroxyphenyl)acetic Acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.633
• Boiling Point: 358.774 °C at 760 mmHg
• PKA: 1.82±0.10(Predicted)
• Flash Point: 170.781 °C
• PSA: 83.55000
• Density: 1.396 g/cm³
• LogP: 1.17690
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

98%,99%, ^*data from raw suppliers

α-Amino-2-hydroxybenzeneaceticAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(C(=O)O)N)O
• Uses: α-Amino-2-hydroxybenzeneacetic Acid was studied for its role in treating, preventing or improving nonalcoholic fatty liver disease.

Technology Process of 2-amino-2-(2-hydroxyphenyl)acetic Acid

There total 7 articles about 2-amino-2-(2-hydroxyphenyl)acetic 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: 44.0%

ethylenediamine N,N'-bis(2-hydroxy)phenylacetic acid dihydrochloride → α-amino-2-hydroxyphenylacetic acid (25178-38-5,185339-08-6,185339-06-4)

Guidance literature:

With oxygen; In water; for 24h; pH=1; UV-irradiation;

DOI:10.1002/chem.200500286

Reference yield: 20.0%

methyl 2-(2-hydroxyphenyl)glycinate (252967-15-0) → α-amino-2-hydroxyphenylacetic acid (25178-38-5,185339-08-6,185339-06-4)

Guidance literature:

With potassium hydroxide; In water; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.0c01302

Reference yield:

phenylglycin (2835-06-5) → D-α-amino-m-hydroxyphenylacetic acid (31932-87-3) + α-amino-2-hydroxyphenylacetic acid (25178-38-5,185339-08-6,185339-06-4) + p-hydroxyphenylglycine (6324-01-2) + glycine (56-40-6,18875-39-3,25718-94-9)

Guidance literature:

In water; for 0.166667h; Product distribution; hydroxylation of the aromatic ring was investigated by the action hydroxyl radicals generated by decomposition of water molecules by the high energy plasma, and other systems.;

DOI:10.1016/S0040-4039(01)80053-8

upstream raw materials:

salicylaldehyde

phenylglycin

methyl 2-(2-hydroxyphenyl)glycinate

Downstream raw materials:

2-((tert-butoxycarbonyl)amino)-2-(2-hydroxyphenyl)acetic acid

Ethoxycarbonylamino-(2-hydroxy-phenyl)-acetic acid

salicylaldehyde

rac-Ala-OH

Refernces

• 1、 Gomez-Galleso, Mar,Pellico, Daniel,Ramirez-Lopez, Pedro,Mancheno, J. Maria,Romano, Santiago,De La Torre, Maria C.,Sierra, Miguel A.. "Understanding of the mode of action of FeIII-EDDHA as iron chlorosis corrector based on its photochemical and redox behavior". . p. 5997 - 6005. Retrieved 2007/10/03.
• 2、 Takasaki, Michiaki,Harada, Kaoru. "HYDROXYLATION OF AROMATIC RINGS IN AN AQUEOUS SOLUTION INDUCED BY ARGON ARC PLASMA". . p. 885 - 888. Retrieved 2007/10/02.