2-Amino-3-(4-hydroxy-3-iodophenyl)propanoic acid

Base Information

• Chemical Name: 2-Amino-3-(4-hydroxy-3-iodophenyl)propanoic acid
• CAS No.: 3078-39-5
• Molecular Formula: C9H10 I N O3
• Molecular Weight: 307.088
• NSC Number: 210787
• DSSTox Substance ID: DTXSID80861616
• Nikkaji Number: J1.709.147F
• Wikidata: Q4634151
• Mol file: 3078-39-5.mol

Synonyms:2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid;3078-39-5;3-Iodo-DL-tyrosine;(2R)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid;H-3-Iodo-Tyr-OH;Tyrosine, 3-iodo-, DL-;MFCD00002608;NSC-210787;3-iodo-l-tyr;D0CI3A;SCHEMBL159411;GTPL5117;DTXSID80861616;UQTZMGFTRHFAAM-UHFFFAOYSA-N;NSC210787;PD046606;SY041757;FT-0615918;EN300-8656389;2-Amino-3-(3-iodo-4-hydroxyphenyl)propionic acid;Q4634151

Chemical Property of 2-Amino-3-(4-hydroxy-3-iodophenyl)propanoic acid

Chemical Property:

• Boiling Point: 391°Cat760mmHg
• Flash Point: 190.3°C
• Density: 1.944g/cm³
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 306.97054
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CC(C(=O)O)N)I)O

Technology Process of 2-Amino-3-(4-hydroxy-3-iodophenyl)propanoic acid

There total 6 articles about 2-Amino-3-(4-hydroxy-3-iodophenyl)propanoic 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: 100.0%

?Tyr (556-02-5,556-03-6,34537-57-0,55520-40-6,96946-98-4,60-18-4,18875-48-4,25619-78-7,30704-25-7) → 3-iodo-DL-tyrosine (3078-39-5)

Guidance literature:

With 18-crown-6 ether; iodine; potassium iodide; In dichloromethane; water; for 4h;

Reference yield:

?Tyr (556-02-5,556-03-6,34537-57-0,55520-40-6,96946-98-4,60-18-4,18875-48-4,25619-78-7,30704-25-7) → 3-iodo-DL-tyrosine (3078-39-5) + 3,5-diiodotyrosine (66-02-4)

Guidance literature:

With 18-crown-6 ether; iodine; potassium iodide; In dichloromethane; water; Product distribution; var. crown ethers; var. reaction times;

Reference yield:

3-nitrotyrosine (3604-79-3) → 3-iodo-DL-tyrosine (3078-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tin; aqueous hydrochloric acid

With hydrogenchloride; tin;

upstream raw materials:

3-amino-tyrosine

?Tyr

3-nitrotyrosine

Downstream raw materials:

3,5-diiodotyrosine

2-Amino-3-(4-hydroxy-3-iodo-phenyl)-propionic acid methyl ester; hydrochloride

2,2,3,3,4,4,4-Heptafluoro-butyric acid 4-[2-(2,2,3,3,4,4,4-heptafluoro-butyrylamino)-2-methoxycarbonyl-ethyl]-2-iodo-phenyl ester

Refernces

• 1、 Luca, Constantin,Zarnǎ, Adriana,Anghel, Dan,Constantinescu, Titus. "Regioselective iodination of tyrosine in a liquid membrane system in the presence of crown ether type, macrocyclic ligands. II: The factors which influence regioselective iodination". . p. 601 - 608. Retrieved 2007/10/03.