(S)-2-Amino-2-(2-hydroxyphenyl)acetic acid

Base Information

• Chemical Name: (S)-2-Amino-2-(2-hydroxyphenyl)acetic acid
• CAS No.: 185339-08-6
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.164
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID80477731
• Nikkaji Number: J1.946.204H
• Mol file: 185339-08-6.mol

Synonyms:185339-08-6;(S)-2-AMINO-2-(2-HYDROXYPHENYL)ACETIC ACID;(2S)-2-AMINO-2-(2-HYDROXYPHENYL)ACETIC ACID;Benzeneacetic acid, alpha-amino-2-hydroxy-, (alphaS)- (9CI);L-2-HYDROXYPHENYLGLYCINE;(2S)-Amino(2-hydroxyphenyl)acetic acid;(S)-2-(2-HYDROXYPHENYL)GLYCINE;SCHEMBL7887698;DTXSID80477731;CS-0336696;A50300;(S)-2-AMINO-2-(2-HYDROXYPHENYL)ACETICACID

Chemical Property of (S)-2-Amino-2-(2-hydroxyphenyl)acetic acid

Chemical Property:

• PSA: 83.55000
• Density: 1.396
• LogP: 1.17690
• 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%Min ^*data from raw suppliers

L-2-HYDROXYPHENYLGLYCINE 98.00% ^*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(C(=O)O)N)O
• Isomeric SMILES: C1=CC=C(C(=C1)[C@@H](C(=O)O)N)O

Technology Process of (S)-2-Amino-2-(2-hydroxyphenyl)acetic acid

There total 14 articles about (S)-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: 85.0%

(3S,5S,6R)-3-(2-hydroxyphenyl)-5,6-diphenylmorpholin-2-one (670256-96-9) → (S)-2-amino-2-(2-hydroxyphenyl)acetic acid (185339-08-6,185339-06-4)

Guidance literature:

With hydrogen; trifluoroacetic acid; palladium dihydroxide; In methanol; water; at 20 ℃; for 24h; under 760 Torr;

DOI:10.1016/S0040-4020(03)01142-6

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

upstream raw materials:

salicylaldehyde

phenylglycin

methyl 2-(2-hydroxyphenyl)glycinate

(3S,5S,6R)-3-(2-hydroxyphenyl)-5,6-diphenylmorpholin-2-one

Downstream raw materials:

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

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