L-beta-Phenylalanine

Base Information

• Chemical Name: L-beta-Phenylalanine
• CAS No.: 13921-90-9
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.192
• Hs Code.: 2922498590
• Mol file: 13921-90-9.mol

Synonyms:L-beta-Phenylalanine;(3R)-3-azaniumyl-3-phenylpropanoate;(3r)-beta-phenylalanine;CHEBI:67158;(R)-beta-phenylalanine zwitterion;(R)-3-ammonio-3-phenylpropanoate

Chemical Property of L-beta-Phenylalanine

Chemical Property:

• Vapor Pressure: 0.000313mmHg at 25°C
• Melting Point: 242-246 °C(Solv: water (7732-18-5); acetone (67-64-1))
• Refractive Index: 1.574
• Boiling Point: 307.522 °C at 760 mmHg
• PKA: 3.45±0.12(Predicted)
• Flash Point: 139.785 °C
• PSA: 63.32000
• Density: 1.199 g/cm³
• LogP: 1.86140
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• 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

(βR)-β-AminobenzenepropanoicAcid ^*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: (βR)-β-Aminobenzenepropanoic Acid is used in the synthesis of dipeptidyl peptidase IV inhibitors based upon β-homophenylalanine. Also used in the synthesis of endomorphin-1 analogues which contain β-amino acids. These analogues are believed to be the most potent endogenous ligand of μ-opiod receptors.

Technology Process of L-beta-Phenylalanine

There total 133 articles about L-beta-Phenylalanine 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 methyl ester

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

(R)-3-phenyl-3-(2,2,2-trifluoroacetamido)propanoic acid

(R)-{[4-(4-trifluoromthoxyphenyl)thien-2-yl]carboxamido}(phenyl)propanoic acid

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