DL-3-AMINO-3-(3-CYANO-PHENYL)-PROPIONIC ACID

Base Information

• Chemical Name: DL-3-AMINO-3-(3-CYANO-PHENYL)-PROPIONIC ACID
• CAS No.: 80971-96-6
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.2
• Mol file: 80971-96-6.mol

Synonyms:RARECHEM AK HW 0149;DL-3-AMINO-3-(3-CYANO-PHENYL)-PROPIONIC ACID;3-AMino-3-(3-cyanophenyl)propionic acid

Chemical Property of DL-3-AMINO-3-(3-CYANO-PHENYL)-PROPIONIC ACID

Chemical Property:

• PSA: 87.11000
• LogP: 1.73308

Purity/Quality:

98.5% ^*data from raw suppliers

3-AMINO-3-(3-CYANOPHENYL)PROPANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DL-3-AMINO-3-(3-CYANO-PHENYL)-PROPIONIC ACID

There total 2 articles about DL-3-AMINO-3-(3-CYANO-PHENYL)-PROPIONIC 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

Downstream raw materials:

3-(3-Cyano-phenyl)-3-(toluene-4-sulfonylamino)-propionic acid

3-(3-Cyano-phenyl)-3-(naphthalene-2-sulfonylamino)-propionic acid

3-phthalimido-3-(3-cyanophenyl)propionic acid

3-(3-Cyano-phenyl)-3-(toluene-4-sulfonylamino)-propionyl chloride

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.