(R)-3-Amino-3-(3-cyanophenyl)propanoic acid

Base Information

• Chemical Name: (R)-3-Amino-3-(3-cyanophenyl)propanoic acid
• CAS No.: 761396-82-1
• Molecular Formula: C₁₀H₁₀N₂O₂
• Molecular Weight: 190.202
• DSSTox Substance ID: DTXSID10375877
• Mol file: 761396-82-1.mol

Synonyms:(R)-3-Amino-3-(3-cyanophenyl)propanoic acid;761396-82-1;(3R)-3-amino-3-(3-cyanophenyl)propanoic acid;(R)-3-Amino-3-(3-cyano-phenyl)-propionic acid;L-beta-Homo-beta-(3-cyanophenyl)glycine;(R)-3-amino-3-(3-cyanophenyl)propanoic acid;(R)-3-Amino-3-(3-cyanophenyl)propionic acid;(R)-3-Amino-3-(3-cyanophenyl)propanoicacid;SCHEMBL12463605;DTXSID10375877;H-Phg(3-CN)-(C#CH2)OH;MFCD04113655;AKOS006343476;AS-65874;CS-0179116;(R)-3-Amino-3-(3-cyano-phneyl)-propionic acid

Chemical Property of (R)-3-Amino-3-(3-cyanophenyl)propanoic acid

Chemical Property:

• Boiling Point: 371.3±37.0 °C(Predicted)
• PKA: 3.55±0.10(Predicted)
• PSA: 87.11000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 1.73308
• Storage Temp.: 2-8°C
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 256

Purity/Quality:

98%min ^*data from raw suppliers

(3R)-3-Amino-3-(3-cyanophenyl)propanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(CC(=O)O)N)C#N
• Isomeric SMILES: C1=CC(=CC(=C1)[C@@H](CC(=O)O)N)C#N
• Uses: (3R)-3-Amino-3-(3-cyanophenyl)propanoic Acid can be used as starting material for Boc-(R)-3-amino-3-(3-cyano-phenyl)-propionic Acid (B603220).

Technology Process of (R)-3-Amino-3-(3-cyanophenyl)propanoic acid

There total 2 articles about (R)-3-Amino-3-(3-cyanophenyl)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: 76.0%

malonic acid (141-82-2) + 3-Cyanobenzaldehyde (24964-64-5) → β-(m-Cyanphenyl)-β-alanin (80971-96-6,761396-82-1,791778-00-2)

Guidance literature:

With ammonium acetate; In ethanol; for 20h; Reflux;

DOI:10.1021/ml5002079

Reference yield:

3-Cyanobenzaldehyde (24964-64-5) → β-(m-Cyanphenyl)-β-alanin (80971-96-6,761396-82-1,791778-00-2)

Guidance literature:

With ammonium acetate; malonic acid; In ethanol;

Reference yield: 81.0%

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) + β-(m-Cyanphenyl)-β-alanin (80971-96-6,761396-82-1,791778-00-2) → 3-(((benzyloxy)carbonyl)amino)-3-(3-cyanophenyl)propanoic acid

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/ml5002079

upstream raw materials:

malonic acid

3-Cyanobenzaldehyde

Refernces

• 1、 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.
• 2、 -. "Antithrombotic compounds". . . Retrieved 2008/06/13.