3-Azaniumyl-3-phenylpropanoate

Base Information

• Chemical Name: 3-Azaniumyl-3-phenylpropanoate
• CAS No.: 614-19-7
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.192
• Hs Code.: 29163990
• Mol file: 614-19-7.mol

Synonyms:3-azaniumyl-3-phenylpropanoate;beta-phenylalanine zwitterion;3-ammonio-3-phenylpropanoate;CHEBI:68527;3-amino-3-phenylpropanoic acid zwitterion

Chemical Property of 3-Azaniumyl-3-phenylpropanoate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Melting Point: 222 °C
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 307.5 °C at 760 mmHg
• PKA: 3.45±0.12(Predicted)
• Flash Point: 139.8 °C
• PSA: 63.32000
• Density: 1.198 g/cm³
• LogP: 1.86140
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: SOLUBLE
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

DL-β-Phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: R36/37/38:
• Statements: 36/37/38
• Safety Statements: 24/25-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CC(=O)[O-])[NH3+]
• Uses: DL-β-Phenylalanine is a useful synthetic intermediate. It was used in the synthesis of platelet aggregation inhibitors. It was also used as a reagent to synthesize human gonadotropin-releasing hormone receptor antagonists

Technology Process of 3-Azaniumyl-3-phenylpropanoate

There total 133 articles about 3-Azaniumyl-3-phenylpropanoate 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: 100.0%

(-)-(3S)-2-(benzyloxycarbonyl)-3-phenylisoxazolidin-5-one (934237-57-7) → (S)-3-amino-3-phenylpropanoic acid (614-19-7,3646-50-2,13921-90-9,40856-44-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 68400 Torr;

DOI:10.1039/b613410f

Reference yield: 100.0%

(S)-3-amino-3-phenylpropionic acid tert-butyl ester (120686-18-2) → (S)-3-amino-3-phenylpropanoic acid (614-19-7,3646-50-2,13921-90-9,40856-44-8)

Guidance literature:

With trifluoroacetic acid;

DOI:10.1039/c39930001153

Reference yield: 93.0%

(R)-N-[(S)-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)(phenyl)methyl]-2-methylpropane-2-sulfinamide → (S)-3-amino-3-phenylpropanoic acid (614-19-7,3646-50-2,13921-90-9,40856-44-8)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃;

upstream raw materials:

N-(R)-α-Methylbenzyl-(S)-3-phenylisoxazolidin-5-one

N-(phenylacetyl)-3-amino-3-phenylpropanoic acid

tert-butyl (R)-3-amino-3-phenylpropionate

4-phenylazetidin-2-one

Downstream raw materials:

(R)-3-dimethylamino-3-phenylpropionic acid

(S)-3-dimethylamino-3-phenyl-propionic acid

(R)-3-[4-((R)-2-Carboxy-1-phenyl-ethylcarbamoyl)-pyridine-2-sulfonylamino]-3-phenyl-propionic acid

(S)-4-phenyl-2-azetidinone

Refernces

• 1、 Kim, Geon-Hee,Jeon, Hyunwoo,Khobragade, Taresh P.,Patil, Mahesh D.,Sung, Sihyong,Yoon, Sanghan,Won, Yumi,Sarak, Sharad,Yun, Hyungdon. "Glutamate as an Efficient Amine Donor for the Synthesis of Chiral β- and γ-Amino Acids Using Transaminase". . p. 1437 - 1440. Retrieved 2019/02/06.
• 2、 BuΒ, Oliver,Voss, Moritz,Delavault, André,Gorenflo, Pascal,Syldatk, Christoph,Bornscheuer, Uwe,Rudat, Jens. "Β-phenylalanine ester synthesis from stable β-keto ester substrate using engineered ω-transaminases". . . Retrieved 2018/05/30.