(S)-3-Amino-2-benzylpropanoic acid

Base Information

• Chemical Name: (S)-3-Amino-2-benzylpropanoic acid
• CAS No.: 131683-27-7
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• DSSTox Substance ID: DTXSID10460116
• Nikkaji Number: J970.155I
• Mol file: 131683-27-7.mol

Synonyms:(S)-3-Amino-2-benzylpropanoic acid;131683-27-7;(S)-3-Amino-2-benzylpropanoicacid;(2S)-2-(aminomethyl)-3-phenylpropanoic acid;(2S)-3-AMINO-2-BENZYLPROPANOIC ACID;SCHEMBL5171909;DTXSID10460116;DJYVEBBGKNAHKE-VIFPVBQESA-N;MFCD07372493;(S)-3-Amino-2-benzyl-propionic acid;AKOS006284818;AS-61885;CS-0370355;F15185;EN300-1698853

Chemical Property of (S)-3-Amino-2-benzylpropanoic acid

Chemical Property:

• PSA: 63.32000
• LogP: 1.58890
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

(S)-3-Amino-2-benzylpropanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(CN)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](CN)C(=O)O

Technology Process of (S)-3-Amino-2-benzylpropanoic acid

There total 33 articles about (S)-3-Amino-2-benzylpropanoic 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: 93.0%

(S)-β-azido-α-benzylpropanoic acid (916323-04-1) → (S)-(–)-β2-homophenylalanine (131683-27-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 3h;

DOI:10.1016/j.tetasy.2006.08.021

Reference yield: 90.0%

(S)-2-(benzyloxycarbonylaminomethyl)-3-phenylpropanoic acid (261174-46-3) → (S)-(–)-β2-homophenylalanine (131683-27-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 16h; under 760.051 Torr;

DOI:10.1002/ejoc.201301834

Reference yield: 89.0%

(S)-β2hPhe-OMe (123761-13-7) → (S)-(–)-β2-homophenylalanine (131683-27-7)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; for 15h; Heating;

DOI:10.1039/b707689d

upstream raw materials:

(2S,5S)-1-Benzoyl-5-benzyl-2-tert-butyl-3-methyl-tetrahydro-pyrimidin-4-one

(S)-2-(Benzoylamino-methyl)-3-phenyl-propionic acid

(4S)-4-benzyl-2-[(1S)-1-phenylethyl]isoxazolidin-5-one

2-aminomethyl-3-phenyl-N,N-bis-(1-phenyl-ethyl)-propionamide

Downstream raw materials:

(S)-2-(Benzoylamino-methyl)-3-phenyl-propionic acid

(S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-benzylpropanoic acid

Refernces

• 1、 Zhu, Chendan,Mandrelli, Francesca,Zhou, Hui,Maji, Rajat,List, Benjamin. "Catalytic Asymmetric Synthesis of Unprotected β2-Amino Acids". supporting information. p. 3312 - 3317. Retrieved 2021/04/07.
• 2、 Bandala, Yamir,Reyes-Rangel, Gloria,Obregon-Zuniga, Arturo,Cruz-Hernandez, Carlos,Corzo, Gerardo,Juaristi, Eusebio. "Trans-hexahydrobenzoxazolidinones in the enantioselective synthesis of β2-amino acids containing proteinogenic side chains". . p. 2275 - 2283. Retrieved 2014/04/17.