DL-o-Tyrosine

Base Information

• Chemical Name: DL-o-Tyrosine
• CAS No.: 2370-61-8
• Deprecated CAS: 709-16-0
• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 181.191
• Hs Code.: 2922509090
• European Community (EC) Number: 219-134-8
• NSC Number: 72345
• UNII: RT7V2WZN17
• DSSTox Substance ID: DTXSID90946504
• Nikkaji Number: J2.370.461G
• Wikidata: Q27163035
• Metabolomics Workbench ID: 38813
• ChEMBL ID: CHEMBL107813
• Mol file: 2370-61-8.mol

Synonyms:2-hydroxyphenylalanine;2-tyrosine;2-tyrosine, (D)-isomer;2-tyrosine, (DL)-isomer;2-tyrosine, (L)-isomer;ortho-tyrosine

Chemical Property of DL-o-Tyrosine

Chemical Property:

• Appearance/Colour: Off-white solid
• Vapor Pressure: 5.14E-18mmHg at 25°C
• Melting Point: 260oC
• Boiling Point: 369.032 °C at 760 mmHg
• PKA: 2.31±0.10(Predicted)
• Flash Point: 176.984 °C
• PSA: 83.55000
• Density: 1.334 g/cm³
• LogP: 1.04690
• Storage Temp.: -20°C Freezer
• Solubility.: Aqueous Acid (Sparingly, Sonicated), Aqueous Base (Slightly), DMSO (Slightly, He
• Water Solubility.: Soluble in water, and DMSO (Heated).
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

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

D,L-o-Tyrosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC(C(=O)O)N)O
• Uses: A metabolite of Phenylalanine D,L-o-Tyrosine is a precursor in the formation of catecholamines. A precursor in the formation of catecholamines

Technology Process of DL-o-Tyrosine

There total 24 articles about DL-o-Tyrosine 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:

Hippuric Acid

3-acetamidocoumarin

N-benzoyl-2-hydroxy-phenylalanine

3,6-bis-(2-acetoxy-benzylidene)-piperazine-2,5-dione

Downstream raw materials:

(R,S)-N-(tert-butoxycarbonyl)-o-tyrosine

N-[6-(N-chlorambucilamino)hexanoyl]-DL-o-tyrosinol

N-[6-(N-chlorambucilamino)hexanoyl]-DL-o-tyrosine methyl ester

N-chlorambucil-DL-o-tyrosinol

Refernces

• 1、 Danthi, Satyavijayan Narasimhan,Hill, Ronald A.. "Synthesis of chirally pure 2,5-disubstituted diketopiperazines derived from trisubstituted phenylalanines". . p. 835 - 844. Retrieved 2007/10/03.
• 2、 Ishimitsu, Susumu,Fujimoto, Sadaki,Ohara, Akira. "Studies on the Hydroxylation of Phenylalanine by 6,7-Dimethyl-5,6,7,8-tetrahydropteridine". . p. 752 - 756. Retrieved 2007/10/02.