Benzeneacetic acid, alpha-amino-2-hydroxy-, (alphaR)- (9CI)

Base Information

• Chemical Name: Benzeneacetic acid, alpha-amino-2-hydroxy-, (alphaR)- (9CI)
• CAS No.: 185339-06-4
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.164
• Hs Code.: 2922509090
• Mol file: 185339-06-4.mol

Synonyms:Benzeneaceticacid, a-amino-2-hydroxy-, (R)-; D-(-)-a-Amino-a-(2-hydroxyphenyl)acetic acid

Chemical Property of Benzeneacetic acid, alpha-amino-2-hydroxy-, (alphaR)- (9CI)

Chemical Property:

• PSA: 83.55000
• LogP: 1.17690

Purity/Quality:

98%min ^*data from raw suppliers

(R)-2-Amino-2-(2-hydroxyphenyl)aceticacid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzeneacetic acid, alpha-amino-2-hydroxy-, (alphaR)- (9CI)

There total 14 articles about Benzeneacetic acid, alpha-amino-2-hydroxy-, (alphaR)- (9CI) 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:

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

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

Refernces

• 1、 Takasaki, Michiaki,Harada, Kaoru. "HYDROXYLATION OF AROMATIC RINGS IN AN AQUEOUS SOLUTION INDUCED BY ARGON ARC PLASMA". . p. 885 - 888. Retrieved 1984.
• 2、 Zhou, Guobin,Zhang, Pengfei,Pan, Yuanjiang,Guo, Junli. "Stereoselective synthesis of α-amino acids from O-pivaloyl-D- glucopyranosylaldimine". . p. 65 - 73. Retrieved 2007/10/03.