(r)-3-(m-Tolyl)-beta-alanine

Base Information

• Chemical Name: (r)-3-(m-Tolyl)-beta-alanine
• CAS No.: 748128-33-8
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.219
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID80375889
• Nikkaji Number: J2.795.123F
• Mol file: 748128-33-8.mol

Synonyms:748128-33-8;(r)-3-(m-tolyl)-beta-alanine;(r)-3-amino-3-(3-methyl-phenyl)-propionic acid;(3R)-3-amino-3-(3-methylphenyl)propanoic acid;(R)-beta-(m-Tolyl)alanine;(R)-3-AMINO-3-M-TOLYLPROPANOIC ACID;(R)-3-Amino-3-(m-tolyl)propanoic acid;(r)-3-amino-3-m-tolyl-propionic acid;Benzenepropanoic acid, b-amino-3-methyl-, (bR)-;h-d-beta-phe(3-me)-oh;R-3-Amino-3-(3-methyl-phenyl)-propionic acid;h-phg(3-me)-(c*ch2)oh;SCHEMBL3510648;DTXSID80375889;MFCD04113659;AKOS025212608;(R)-3-Amino-3-(m-tolyl)propanoicacid;AC-25392;AS-38519;CS-0172096;(r)-3-amino-3-(3-methylphenyl)propanoic acid;(r)-3-amino-3-(3-methylphenyl)propionic acid;EN300-1283991;(r)-3-amino-3-(3-methyl-phenyl)-propanoic acid;A838231;benzenepropanoic acid, beta-amino-3-methyl-, (betar)-;(R)-3-amino-3-(3-methyl-phenyl)-propionic acid, AldrichCPR

Chemical Property of (r)-3-(m-Tolyl)-beta-alanine

Chemical Property:

• Vapor Pressure: 0.000116mmHg at 25°C
• Melting Point: 219.0-219.2 °C
• Refractive Index: 1.567
• Boiling Point: 322.3°C at 760 mmHg
• PKA: 3.71±0.10(Predicted)
• Flash Point: 148.7°C
• PSA: 63.32000
• Density: 1.163g/cm³
• LogP: 2.16980
• Storage Temp.: 2-8°C
• 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:

97% ^*data from raw suppliers

(R)-3-(m-Tolyl)-β-alanine ^*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
• Isomeric SMILES: CC1=CC(=CC=C1)[C@@H](CC(=O)O)N

Technology Process of (r)-3-(m-Tolyl)-beta-alanine

There total 18 articles about (r)-3-(m-Tolyl)-beta-alanine 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:

(R,S)-3-amino-3-(3-methylphenyl)propionic acid (68208-17-3,748128-33-8) → (R)-3-amino-3-(3-methyl-phenyl)-propionic acid (748128-33-8) + (E)-3-methylcinnamic acid (3029-79-6,14473-89-3,16642-82-3) + (S)-2-amino-3-(3-methylphenyl)propionic acid (2283-42-3)

Guidance literature:

With phenylalanine ammonia α-lyase from Anabaena variabilis; phenylalanine ammonia lyase from Streptomyces maritimus; In aq. buffer; at 30 ℃; for 24h; pH=8; Reagent/catalyst; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1002/adsc.201600894

upstream raw materials:

3-methylcinnamic acid

malonic acid

m-tolyl aldehyde

ethanol

Downstream raw materials:

3-m-tolyl-3-ureido-propionic acid