3-Amino-2-phenylpropanoic acid

Base Information

• Chemical Name: 3-Amino-2-phenylpropanoic acid
• CAS No.: 4370-95-0
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID70507253
• Nikkaji Number: J37.360E,J622.145I
• Mol file: 4370-95-0.mol

Synonyms:2-phenyl-3-aminopropanoic acid;2-phenyl-3-aminopropionic acid;2-phenyl-beta-alanine

Chemical Property of 3-Amino-2-phenylpropanoic acid

Chemical Property:

• PSA: 63.32000
• LogP: 1.51380
• Storage Temp.: 2-8°C
• XLogP3: -1.8
• 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:

98%min ^*data from raw suppliers

3-Amino-2-phenylpropionicAcidHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CN)C(=O)O

Technology Process of 3-Amino-2-phenylpropanoic acid

There total 22 articles about 3-Amino-2-phenylpropanoic 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: 58.3%

(+/-)-methyl 3-amino-2-phenylpropanoate hydrochloride (91012-17-8) → 3-amino-2-phenyl-propionic acid (4370-95-0,1008-63-5)

Guidance literature:

With potassium hydroxide; In water; for 12h;

Reference yield:

2-phenylacrylic acid (492-38-6) + hydroxylamine (7803-49-8) → Phenylacetaldehyde oxime (7028-48-0) + 3-amino-2-phenyl-propionic acid (4370-95-0,1008-63-5)

Guidance literature:

higher-melting form;

Reference yield:

(+/-)-2-phenyl-succinamic acid (712-57-2) → 3-amino-2-phenyl-propionic acid (4370-95-0,1008-63-5)

Guidance literature:

With potassium hypobromite;

DOI:10.1021/ja01202a510

upstream raw materials:

formaldehyd

phenylmalonic acid

2-phenyl-3-phthalimido-propionitrile

(benzoylamino-methyl)-phenyl-malonic acid diethyl ester

Downstream raw materials:

1,4-dihydro-3(2H)-isoquinolinone

2-phenylacrylic acid

C₁₅H₂₇NO₂Si₂

Tropic acid

Refernces

Stereochemical Studies on Aromatic Amino-acids. Part 4. Absolute Configuration of 3-Amino-2-phenylpropionic Acid

10.1039/P19810000906

The research investigates the absolute configuration of (+)-3-amino-2-phenylpropionic acid (1) through chemical correlation with (+)-(S)-1-amino-2-phenylbutane (2). The study involved synthesizing various derivatives of compound (1), including (+)-2-phenyl-3-phthalimidopropionic acid (3), (+)-2-phenyl-3-phthalimidopropionyl chloride (4), (+)-1-diazo-3-phenyl-4-phthalimidobutan-2-one (5), (+)-2-phenyl-1-phthalimidobutan-3-one (6), (+)-3,3-ethylenedithio-2-phenyl-1-phthalimidobutane (7), and (+)-2-phenyl-1-phthalimidobutane (8). The optical rotations and optical rotatory dispersion (o.r.d.) curves of these compounds were measured and analyzed. The results indicated that the conversion from (+)-(1) to (+)-(2) occurred without significant racemization, confirming the (S)-configuration of (+)-3-amino-2-phenylpropionic acid. The study also compared the molecular optical rotations of these compounds with known values, supporting the stereochemical configurations determined.