3-chloro-L-tyrosine zwitterion

Base Information

• Chemical Name: 3-chloro-L-tyrosine zwitterion
• CAS No.: 7423-93-0
• Molecular Formula: C9H10ClNO3
• Molecular Weight: 215.636
• Hs Code.: 2922509090
• Mol file: 7423-93-0.mol

Synonyms:3-chloro-L-Tyr zwitterion;3-chloro-L-tyrosine zwitterion;CHEBI:189422

Chemical Property of 3-chloro-L-tyrosine zwitterion

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 9.81E-07mmHg at 25°C
• Melting Point: 201 °C
• Refractive Index: 1.625
• Boiling Point: 388.6 °C at 760 mmHg
• PKA: 2.21±0.20(Predicted)
• Flash Point: 188.8 °C
• PSA: 83.55000
• Density: 1.458 g/cm³
• LogP: 1.70030
• Storage Temp.: Store at RT.
• Solubility.: Aqueous Acid (Slightly), Chloroform (Slightly), Methanol (Slightly), Water (Slig
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 215.0349209
• Heavy Atom Count: 14
• Complexity: 207

Purity/Quality:

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

3-Chloro-L-tyrosine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CC(C(=O)[O-])[NH3+])Cl)O
• Isomeric SMILES: C1=CC(=C(C=C1C[C@@H](C(=O)[O-])[NH3+])Cl)O
• Uses: 3-Chloro-L-tyrosine was used in the enzymatic synthesis of halogen derivatives of aromatic amino acids labeled with hydrogen isotope. 3-Chloro-L-tyrosine exhibited stronger antioxidant properties in Hb-induced oxidative stress as was evident by higher efficiency of reduction of ferryl species.

Technology Process of 3-chloro-L-tyrosine zwitterion

There total 11 articles about 3-chloro-L-tyrosine zwitterion 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%

3-chloro-L-tyrosine methyl ester (782440-99-7) → (S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid (7423-93-0)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; methanol; water; at 20 ℃; for 24h;

DOI:10.21577/0103-5053.20180136

Reference yield: 89.21%

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → (S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid (7423-93-0)

Guidance literature:

With hydrogenchloride; acetic acid; In dimethyl sulfoxide; at 65 ℃; for 0.025h;

DOI:10.1039/c8nj04385j

Reference yield: 73.0%

(S)-2-Benzyloxycarbonylamino-3-(3-chloro-4-hydroxy-phenyl)-propionic acid → (S)-2-amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid (7423-93-0)

Guidance literature:

With boron trichloride; In dichloromethane; at 25 ℃; for 0.333333h;

DOI:10.1016/j.tetlet.2004.06.011

upstream raw materials:

L-tyrosine

(S)-3-benzyloxycarbonyl-4-(4-hydroxyphenyl)methyloxazolidin-5-one

2-monochlorophenol

sodium pyruvate

Downstream raw materials:

?Tyr

Fmoc-L-3-chlorotyrosine

(S)-2-((tert-butoxycarbonyl)amino)-3-(3-chloro-4-hydroxyphenyl)propanoic acid (N-Boc-3-chlorotyrosine)

3-Chloro-L-tyrosine

Refernces

• 1、 Jiang, Yiqi,Ju, Shuyun,Li, Guosi,Lian, Jiazhang,Lin, Jianping,Wu, Mianbin,Xue, Hailong,Yang, Lirong. "Biocascade Synthesis of L-Tyrosine Derivatives by Coupling a Thermophilic Tyrosine Phenol-Lyase and L-Lactate Oxidase". supporting information. . Retrieved 2020/02/25.
• 2、 Pastrana Restrepo, Manuel,Galeano Jaramillo, Elkin,Martínez Martínez, Alejandro,Robledo Restrepo, Sara. "Synthesis and trypanocide activity of chloro-l-tyrosine and bromo-l-tyrosine derivatives". . p. 2454 - 2465. Retrieved 2018/10/02.