(2R)-2-anilinopropanoic acid

Base Information

• Chemical Name: (2R)-2-anilinopropanoic acid
• CAS No.: 828-02-4
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• DSSTox Substance ID: DTXSID30355878
• Nikkaji Number: J2.101.019G
• Wikidata: Q82134951
• Mol file: 828-02-4.mol

Synonyms:(2R)-2-(phenylamino)propanoic acid;828-02-4;(2R)-2-anilinopropanoic acid;r-phenyl-alanine;SCHEMBL1531678;DTXSID30355878;(R)-2-(Phenylamino)propanoicacid;(R)-2-(Phenylamino)propanoic acid;(R)-2-(phenylamino)-propanoic acid;BB 0221039;EN300-1132138;J-502166

Chemical Property of (2R)-2-anilinopropanoic acid

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(=O)O)NC1=CC=CC=C1
• Isomeric SMILES: C[C@H](C(=O)O)NC1=CC=CC=C1

Technology Process of (2R)-2-anilinopropanoic acid

There total 9 articles about (2R)-2-anilinopropanoic 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: 34.0%

2-methoxyethyl N-(2,6-dimethylphenyl)alaninate → 2-methoxyethyl N-(2,6-dimethylphenyl)alaninate + (D)-phenyl-alanine (828-02-4)

Guidance literature:

With immobilized lipase PS on Sepabead EC-butyl; In aq. phosphate buffer; at 25 - 30 ℃; pH=7; enantioselective reaction; Green chemistry; Large scale; Enzymatic reaction;

DOI:10.1021/op050166q

Reference yield:

N-Phenylalanin (15727-49-8) → (D)-phenyl-alanine (828-02-4) + aniline (62-53-3)

Guidance literature:

With phosphate buffer; Nocardia diaphanozonaria JCM 3208 whole cells; In water; at 30 ℃; for 24h; pH=7.0; Title compound not separated from byproducts;

DOI:10.1016/j.tetasy.2004.06.049

Reference yield:

N-Phenylalanin (15727-49-8) → (D)-phenyl-alanine (828-02-4)

Guidance literature:

With (R)-1-phenyl-ethyl-amine; strychnidin-10-one; Gewinnung;

upstream raw materials:

N-Phenylalanin

ethyl 2-phenylaminopropionate

aniline

iodobenzene

Downstream raw materials:

(R)-N-((R)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-yl)-2-(phenylamino)propanamide

(S)-(alpha)-bromobenzenepropanoic acid

(2Ξ,4R)-2,4-dimethyl-2,3-diphenyl-[1,3,2]oxazasilolidine-5-one

Refernces

• 1、 Martínez-Gómez, Ana Isabel,Clemente-Jiménez, Josefa María,Rodríguez-Vico, Felipe,Kanerva, Liisa T.,Li, Xiang-Guo,Heras-Vázquez, Francisco Javier Las,Martínez-Rodríguez, Sergio. "New biocatalytic route for the production of enantioenriched β-alanine derivatives starting from 5- and 6-monosubstituted dihydrouracils". . p. 2090 - 2096. Retrieved 2013/02/25.
• 2、 Ma, Fangfang,Xie, Xiaomin,Ding, Lina,Gao, Jinsheng,Zhang, Zhaoguo. "Palladium-catalyzed coupling reaction of amino acids (esters) with aryl bromides and chlorides". experimental part. p. 9405 - 9410. Retrieved 2011/12/14.