(2S)-2-amino-2-hydroxy-3-phenylpropanoic acid

Base Information

• Chemical Name: (2S)-2-amino-2-hydroxy-3-phenylpropanoic acid
• CAS No.: 7423-92-9
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Hs Code.: 2922509090
• European Community (EC) Number: 231-049-8
• Wikidata: Q72480941
• Mol file: 7423-92-9.mol

Synonyms:(2S)-2-amino-2-hydroxy-3-phenylpropanoic acid;EINECS 231-049-8;(2S)-2-azaniumyl-3-(2-hydroxyphenyl)propanoate;2-Hydroxy-3-phenyl-L-alanine;SCHEMBL16816903

Chemical Property of (2S)-2-amino-2-hydroxy-3-phenylpropanoic acid

Chemical Property:

• Vapor Pressure: 4.26E-06mmHg at 25°C
• Melting Point: 256 °C
• Refractive Index: 1.614
• Boiling Point: 369 °C at 760 mmHg
• Flash Point: 177 °C
• PSA: 83.55000
• Density: 1.333 g/cm³
• LogP: 0.66130
• Storage Temp.: Refrigerator
• Solubility.: Aqueous Acid (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

98%,99%, ^*data from raw suppliers

L-o-Tyrosine ^*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(C(=O)O)(N)O
• Isomeric SMILES: C1=CC=C(C=C1)C[C@](C(=O)O)(N)O

Technology Process of (2S)-2-amino-2-hydroxy-3-phenylpropanoic acid

There total 32 articles about (2S)-2-amino-2-hydroxy-3-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: 72.0%

3-[(2-hydroxy-benzylidene)amino]chromen-2-one (1473-60-5,910217-51-5) → 2-hydroxy-phenylalanine (709-16-0,2370-61-8,7423-92-9,24008-77-3)

Guidance literature:

With hydrogen; palladium; In acetic acid; for 48h;

DOI:10.1002/jhet.5570230118

Reference yield: 65.0%

3-salicylaminocoumarin (97472-95-2) → 2-hydroxy-phenylalanine (709-16-0,2370-61-8,7423-92-9,24008-77-3)

Guidance literature:

With hydrogen; palladium; In acetic acid; for 48h;

DOI:10.1002/jhet.5570230118

Reference yield: 60.0%

aminocoumarine (1635-31-0) → 2-hydroxy-phenylalanine (709-16-0,2370-61-8,7423-92-9,24008-77-3)

Guidance literature:

With hydrogen; palladium; In acetic acid; for 48h;

DOI:10.1002/jhet.5570230118

upstream raw materials:

L-phenylalanine

2-hydroxy-phenylalanine

o-Coumaric acid

Hippuric Acid

Downstream raw materials:

methyl 2-amino-3-(2-hydroxyphenyl)propanoate (Hydrochloride)

2-hydroxy-3,5-diiodo-phenylalanine

N-chloroacetyl-2-hydroxy-phenylalanine

o-tyramine

Refernces

• 1、 Zhu, Longbao,Feng, Guoqiang,Ge, Fei,Song, Ping,Wang, Taotao,Liu, Yi,Tao, Yugui,Zhou, Zhemin. "One-Pot Enzymatic Synthesis of d-Arylalanines Using Phenylalanine Ammonia Lyase and l-Amino Acid Deaminase". . p. 1 - 15. Retrieved 2018/06/11.
• 2、 Festa, Carmen,De Marino, Simona,Sepe, Valentina,Monti, Maria Chiara,Luciano, Paolo,D'Auria, Maria Valeria,Débitus, Cecile,Bucci, Mariarosaria,Vellecco, Valentina,Zampella, Angela. "Perthamides C and D, two new potent anti-inflammatory cyclopeptides from a Solomon Lithistid sponge Theonella swinhoei". experimental part. p. 10424 - 10429. Retrieved 2010/03/04.