4-[4-(2-Aminoethyl)-2-iodophenoxy]phenol Hydrochloride

Base Information

• Chemical Name: 4-[4-(2-Aminoethyl)-2-iodophenoxy]phenol Hydrochloride
• CAS No.: 788824-64-6
• Molecular Formula: C₁₄H₁₄INO₂*ClH
• Molecular Weight: 391.636
• Mol file: 788824-64-6.mol

Synonyms:Phenol,4-[4-(2-aminoethyl)-2-iodophenoxy]-, hydrochloride (9CI); 3-Iodothyronamine hydrochloride

Chemical Property of 4-[4-(2-Aminoethyl)-2-iodophenoxy]phenol Hydrochloride

Chemical Property:

• Melting Point: 209-211°C
• PSA: 55.48000
• LogP: 4.79260
• Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere

Purity/Quality:

98%+ ^*data from raw suppliers

3-Iodothyronamine Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Iodothyronamine is a novel metabolite of thyroid hormone (TH). 3-Iodothyronamine (T1AM) take in rodents. A novel metabolite of thyroid hormone (TH). 3-Iodothyronamine (T1AM) is an endogenous and rapid-acting derivative of thyroid hormone.

Technology Process of 4-[4-(2-Aminoethyl)-2-iodophenoxy]phenol Hydrochloride

There total 10 articles about 4-[4-(2-Aminoethyl)-2-iodophenoxy]phenol Hydrochloride 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: 93.0%

N-t-butoxycarbonyl-3-iodothyronamine (788824-56-6) → 3-Iodothyronamine hydrochloride (788824-64-6)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 20 ℃;

DOI:10.1021/jm0505718

Reference yield:

[2-(4-hydroxy-3-iodo-phenyl)-ethyl]-carbamic acid tert-butyl ester (788824-50-0) → 3-Iodothyronamine hydrochloride (788824-64-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 36 percent / Cu(OAc)2; Et₃N; pyridine / 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

2: 85 percent / TBAF / tetrahydrofuran / 0 °C

3: 93 percent / HCl / ethyl acetate / 20 °C

With pyridine; hydrogenchloride; copper diacetate; tetrabutyl ammonium fluoride; triethylamine; 4 A molecular sieve; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1021/jm0505718

Reference yield:

tyrosamine (51-67-2) → 3-Iodothyronamine hydrochloride (788824-64-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 91 percent / aq. NaHCO₃ / tetrahydrofuran / 24 h

2: 55 percent / NaI; KOH; NaOCl / methanol / 4 h / 0 °C

3: 36 percent / Cu(OAc)2; Et₃N; pyridine / 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

4: 85 percent / TBAF / tetrahydrofuran / 0 °C

5: 93 percent / HCl / ethyl acetate / 20 °C

With pyridine; hydrogenchloride; potassium hydroxide; sodium hypochlorite; copper diacetate; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; triethylamine; sodium iodide; 4 A molecular sieve; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;

DOI:10.1021/jm0505718

upstream raw materials:

N-t-butoxycarbonyl-3-iodothyronamine

[2-(4-hydroxy-3-iodo-phenyl)-ethyl]-carbamic acid tert-butyl ester

N-t-butoxycarbonyl-O-triisopropylsilyl-3-iodothyronamine

tyrosamine

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