Phenol, 4-[4-(2-aminoethyl)-2,6-diiodophenoxy]-

Base Information

• Chemical Name: Phenol, 4-[4-(2-aminoethyl)-2,6-diiodophenoxy]-
• CAS No.: 3687-09-0
• Molecular Formula: C14H13I2NO2
• Molecular Weight: 481.072
• ChEMBL ID: CHEMBL201922
• DSSTox Substance ID: DTXSID20461114
• Nikkaji Number: J2.654.705I
• Mol file: 3687-09-0.mol

Synonyms:3687-09-0;Phenol, 4-[4-(2-aminoethyl)-2,6-diiodophenoxy]-;3,5-Diiodothyronamine;4-[4-(2-aminoethyl)-2,6-diiodophenoxy]phenol;CHEMBL201922;SCHEMBL13886598;DTXSID20461114;BDBM50181796;AKOS028114097

Chemical Property of Phenol, 4-[4-(2-aminoethyl)-2,6-diiodophenoxy]-

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 480.90357
• Heavy Atom Count: 19
• Complexity: 260

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1O)OC2=C(C=C(C=C2I)CCN)I

Technology Process of Phenol, 4-[4-(2-aminoethyl)-2,6-diiodophenoxy]-

There total 8 articles about Phenol, 4-[4-(2-aminoethyl)-2,6-diiodophenoxy]- 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: 90.0%

N-t-butoxycarbonyl-3,5-diiodothyronamine (788824-57-7) → 3,5-Diiodothyronamine (3687-09-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 1h;

DOI:10.1021/acs.cgd.6b00945

Reference yield: 16.0%

tert-butyl 3,5-diiodo-4-(4-methoxyphenoxy)phenethylcarbamate (1417654-49-9) → 3,5-Diiodothyronamine (3687-09-0)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

Reference yield:

N-t-butoxycarbonyl-tyramine (64318-28-1) → 3,5-Diiodothyronamine (3687-09-0)

Guidance literature:

Multi-step reaction with 3 steps

1: iodine; dihydrogen peroxide / water / 50 °C

2: pyridine; copper diacetate; triethylamine / dichloromethane / Molecular sieve

3: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere

With pyridine; dihydrogen peroxide; iodine; copper diacetate; boron tribromide; triethylamine; In dichloromethane; water;

upstream raw materials:

3,5-diiodo-DL-thyronine

diphenylamine

tert-butyl (4-hydroxy-3,5-diiodophenethyl)carbamate

N-t-butoxycarbonyl-tyramine

Downstream raw materials:

Thyroxamine

3,5,3'-Triiodothyronamine