N-Acetyl-3,5-diiodo-L-tyrosine

Base Information

• Chemical Name: N-Acetyl-3,5-diiodo-L-tyrosine
• CAS No.: 1027-28-7
• Molecular Formula: C11H11I2NO4
• Molecular Weight: 475.022
• Hs Code.: 2924299090
• European Community (EC) Number: 213-837-3
• DSSTox Substance ID: DTXSID901305606
• Nikkaji Number: J207.897J
• Mol file: 1027-28-7.mol

Synonyms:N-Acetyl-3,5-diiodo-L-tyrosine;1027-28-7;(S)-2-Acetamido-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid;3,5-Diiodo-N-Acetyl-L-Tyrodine;L-Tyrosine, N-acetyl-3,5-diiodo-;C11H11I2NO4;EINECS 213-837-3;AI3-62313;SCHEMBL468888;N-acetyl-3-5-diiodo-L-tyrosine;DTXSID901305606;MFCD00020004;AKOS015889840;AKOS015994902;AC-7499;CS-W011532;HY-W010816;AS-19996;A0087;D88211;EN300-7384260;A800608

Chemical Property of N-Acetyl-3,5-diiodo-L-tyrosine

Chemical Property:

• Appearance/Colour: White Powder
• Vapor Pressure: 3.47E-12mmHg at 25°C
• Melting Point: 124.0 to 128.0 °C
• Refractive Index: 1.692
• Boiling Point: 532.9 °C at 760 mmHg
• PKA: 2.98±0.10(Predicted)
• Flash Point: 276.1 °C
• PSA: 86.63000
• Density: 2.206 g/cm³
• LogP: 2.12410
• Storage Temp.: −20°C
• Solubility.: almost transparency in Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 474.87775
• Heavy Atom Count: 18
• Complexity: 314

Purity/Quality:

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

N-Acetyl-3-[ ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC(CC1=CC(=C(C(=C1)I)O)I)C(=O)O
• Isomeric SMILES: CC(=O)N[C@@H](CC1=CC(=C(C(=C1)I)O)I)C(=O)O
• Uses: N-Acetyl-3,5-diiodo-L-tyrosine has been used in the modeling system to study thyroid hormone biosynthesis. N-Acetyl-3,5-diiodo-L-tyrosine was also investigated for its ability to inhibit pepsin-cata lyzed hydrolysis to determine the substrate binding region of the active center of the enzyme.

Technology Process of N-Acetyl-3,5-diiodo-L-tyrosine

There total 6 articles about N-Acetyl-3,5-diiodo-L-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: 92.0%

3,5-diiodo-l-tyrosine (300-39-0) + acetic anhydride (108-24-7) → N-acetyl-3,5-diiodo-L-tyrosine (1027-28-7)

Guidance literature:

With sodium hydroxide; In water; at 0 - 15 ℃;

Reference yield: 85.0%

N-acetyl-L-tyrosine (537-55-3) → N-acetyl-3,5-diiodo-L-tyrosine (1027-28-7)

Guidance literature:

With N-iodo-succinimide; toluene-4-sulfonic acid; In acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2008.09.123

Reference yield:

3.5-diiodo-N.O-diacetyl-L-tyrosine (96679-34-4) → N-acetyl-3,5-diiodo-L-tyrosine (1027-28-7)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01348a034

upstream raw materials:

3.5-diiodo-N.O-diacetyl-L-tyrosine

3,5-diiodo-l-tyrosine

acetic anhydride

L-tyrosine

Downstream raw materials:

3.5-diiodo-O-benzyl-N-acetyl-L-tyrosine

3.5-diiodo-O-(4-nitro-benzyl)-N-acetyl-L-tyrosine

N-acetyl-O-(4-methoxyphenyl)-3,5-diiodo-L-tyrosine ethyl ester

3,5-diiodo-L-thyronine

Refernces

• 1、 Bovonsombat, Pakorn,Khanthapura, Pratheep,Krause, Michael M.,Leykajarakul, Juthamard. "Facile syntheses of 3-halo and mixed 3,5-dihalo analogues of N-acetyl-l-tyrosine via sulfonic acid-catalysed regioselective monohalogenation". scheme or table. p. 7008 - 7011. Retrieved 2009/04/10.