(3S)-3-azaniumyl-3-phenylpropanoate

Base Information

• Chemical Name: (3S)-3-azaniumyl-3-phenylpropanoate
• CAS No.: 40856-44-8
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.192
• Hs Code.: 2922499990
• Mol file: 40856-44-8.mol

Synonyms:(s)-beta-phenylalanine;(S)-3-amino-3-phenylpropanoate;(3S)-3-azaniumyl-3-phenylpropanoate;(3S)-beta-phenylalanine;CHEBI:68506;(S)-beta-phenylalanine zwitterion;(S)-3-ammonio-3-phenylpropanoate;(3S)-3-ammonio-3-phenylpropanoate;(S)-3-amino-3-phenylpropanoic acid zwitterion;A833210;(3S)-3-azaniumyl-3-phenyl-propanoate;DL-3-Amino-3-phenylpropionic acid

Chemical Property of (3S)-3-azaniumyl-3-phenylpropanoate

Chemical Property:

• Melting Point: 251-253 °C(Solv: water (7732-18-5); acetone (67-64-1))
• 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
• Solubility.: Aqueous Acid (Sparingly)
• 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:

99.00% ^*data from raw suppliers

(S)-β-Phenylalanine ^*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(CC(=O)[O-])[NH3+]
• Isomeric SMILES: C1=CC=C(C=C1)[C@H](CC(=O)[O-])[NH3+]
• Uses: S)-β-Phenylalanine is a key building block used as an intermediate in the synthesis of pharmaceuticals.

Technology Process of (3S)-3-azaniumyl-3-phenylpropanoate

There total 133 articles about (3S)-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-benzamido-3-phenylpropanoic acid

(S)-3-(2,4-Dinitro-phenylamino)-3-phenyl-propionic acid

(R)-3-benzamido-3-phenylpropanoic acid methyl ester

(R)-3-((tert-butoxycarbonyl)amino)-3-phenylpropanoic acid

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、 -. "Synthetic method for novel chiral ligand, metal chelate, multiple unnatural amino acids, maraviroc and key intermediate thereof". Paragraph 0490-0492. . Retrieved 2018/04/26.