3-Amino-3-(3-methylphenyl)propanoic acid

Base Information

• Chemical Name: 3-Amino-3-(3-methylphenyl)propanoic acid
• CAS No.: 68208-17-3
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• DSSTox Substance ID: DTXSID10377391
• Nikkaji Number: J1.793.530E
• Mol file: 68208-17-3.mol

Synonyms:3-amino-3-(3-methylphenyl)propanoic acid;68208-17-3;3-amino-3-m-tolyl-propionic acid;(r)-3-(m-tolyl)-beta-alanine;MFCD01871312;3-amino-3-(3-methyl-phenyl)propionic acid;dl-3-amino-3-(3-methyl-phenyl)-propionic acid;Bionet2_001143;Benzenepropanoic acid, b-amino-3-methyl-, (bR)-;SCHEMBL2858374;3-amino-3-m-tolyl-propionicacid;3-amino-3-m-tolylpropanoic acid;DTXSID10377391;HMLYKNGYKKJNLC-UHFFFAOYSA-N;HMS1367D21;BCP11619;STK501150;AKOS000184531;AKOS016340113;AB10462;AB17753;AB17818;CS-W002861;HY-W002861;SY026386;3-Amino-3-(3-methylphenyl)propionic acid;BB 0249712;FT-0630073;FT-0690417;FT-0772643;EN300-31538;(S)-3-Amino-3-(3-methyl-phenyl)-propionicacid;7R-0654;Z317027260

Chemical Property of 3-Amino-3-(3-methylphenyl)propanoic acid

Chemical Property:

• Vapor Pressure: 0.000116mmHg at 25°C
• Melting Point: 210-212°C
• Boiling Point: 322.3oC at 760 mmHg
• Flash Point: 148.7oC
• Density: 1.163g/cm3
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 182

Purity/Quality:

98%min ^*data from raw suppliers

3-amino-2-(3-methylphenyl)propanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C(CC(=O)O)N

Technology Process of 3-Amino-3-(3-methylphenyl)propanoic acid

There total 7 articles about 3-Amino-3-(3-methylphenyl)propanoic 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: 82.0%

malonic acid (141-82-2) + m-tolyl aldehyde (620-23-5) → (R,S)-3-amino-3-(3-methylphenyl)propionic acid (68208-17-3,748128-33-8)

Guidance literature:

With ammonium acetate; In ethanol; Reflux;

DOI:10.1021/ml5002079

Reference yield: 46.0%

malonic acid (141-82-2) + m-tolyl aldehyde (620-23-5) → (E)-3-methylcinnamic acid (3029-79-6,14473-89-3,16642-82-3) + (R,S)-3-amino-3-(3-methylphenyl)propionic acid (68208-17-3,748128-33-8)

Guidance literature:

With ammonium acetate; In ethanol; for 6h; Heating;

DOI:10.1016/S0040-4020(02)00824-4

Reference yield:

3-methylcinnamic acid (3029-79-6) → (R,S)-3-amino-3-(3-methylphenyl)propionic acid (68208-17-3,748128-33-8)

Guidance literature:

With ethanol; hydroxylamine;

upstream raw materials:

3-methylcinnamic acid

malonic acid

m-tolyl aldehyde

ethanol

Downstream raw materials:

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

(E)-3-methylcinnamic acid

(S)-2-amino-3-(3-methylphenyl)propionic acid

C₁₂H₁₅NO₃

Refernces

• 1、 Weise, Nicholas J.,Ahmed, Syed T.,Parmeggiani, Fabio,Turner, Nicholas J.. "Kinetic Resolution of Aromatic β-Amino Acids Using a Combination of Phenylalanine Ammonia Lyase and Aminomutase Biocatalysts". supporting information. p. 1570 - 1576. Retrieved 2017/05/05.
• 2、 Adams, James,Anderson, Edward C.,Blackham, Emma E.,Chiu, Yin Wa Ryan,Clarke, Thomas,Eccles, Natasha,Gill, Luke A.,Haye, Joshua J.,Haywood, Harvey T.,Hoenig, Christian R.,Kausas, Marius,Le, Joelle,Russell, Hannah L.,Smedley, Christopher,Tipping, William J.,Tongue, Tom,Wood, Charlotte C.,Yeung, Jason,Rowedder, James E.,Fray, M. Jonathan,McInally, Thomas,Macdonald, Simon J. F.. "Structure activity relationships of αv integrin antagonists for pulmonary fibrosis by variation in aryl substituents". supporting information. p. 1207 - 1212. Retrieved 2015/04/27.