Levothyroxine EP Impurity B

Base Information

• Chemical Name: Levothyroxine EP Impurity B
• CAS No.: 1628720-66-0
• Molecular Formula: C₁₅H₁₁ClI₃NO₄
• Molecular Weight: 685.423
• Mol file: 1628720-66-0.mol

Synonyms:

Chemical Property of Levothyroxine EP Impurity B

Chemical Property:

• Boiling Point: 567.9±50.0 °C(Predicted)
• PKA: 2.12±0.30(Predicted)
• Density: 2.408±0.06 g/cm3(Predicted)

Purity/Quality:

> 95% ^*data from raw suppliers

3-ChloroThyroxine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 3-Chloro Thyroxine is an impurity of Thyroxine (T425600(P)), which is one of the thyroid hormones involved in the maintenance of metabolic homeostasis.

Technology Process of Levothyroxine EP Impurity B

There total 2 articles about Levothyroxine EP Impurity B 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: 89.0%

O-[3-chloro-4-hydroxyphenyl]-3,5-diiodo-L-tyrosine (4299-63-2) → O-[3-chloro-5-iodo-4-hydroxyphenyl]-3,5-diiodo-L-tyrosine (1628720-66-0)

Guidance literature:

O-[3-chloro-4-hydroxyphenyl]-3,5-diiodo-L-tyrosine; With ethylamine; In water; at 20 ℃; for 0.5h;

With iodine; potassium iodide; In water; at 20 ℃; for 22h;

In water; at 20 - 60 ℃; pH=5;

DOI:10.1021/op500222p

Reference yield:

3,5-diiodo-L-thyronine (1041-01-6,534-51-0,5563-89-3,299-82-1) → O-[3-chloro-5-iodo-4-hydroxyphenyl]-3,5-diiodo-L-tyrosine (1628720-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chlorine; hydrogenchloride / acetic acid / 1 h / 20 °C

2.1: ethylamine / water / 0.5 h / 20 °C

2.2: 22 h / 20 °C

2.3: 20 - 60 °C / pH 5

With hydrogenchloride; chlorine; ethylamine; In water; acetic acid;

DOI:10.1021/op500222p

Reference yield: 45.0%

O-[3-chloro-5-iodo-4-hydroxyphenyl]-3,5-diiodo-L-tyrosine (1628720-66-0) → O-[3-chloro-5-iodo-4-(sulfooxy)phenyl]-3,5-diiodo-L-tyrosine sodium salt

Guidance literature:

O-[3-chloro-5-iodo-4-hydroxyphenyl]-3,5-diiodo-L-tyrosine; With chlorosulfonic acid; In N,N-dimethyl acetamide; at 0 - 20 ℃; for 5.5h; Inert atmosphere;

With sodium hydrogencarbonate; sodium carbonate; In N,N-dimethyl acetamide; water; pH=7;

DOI:10.1021/op500222p

upstream raw materials:

3,5-diiodo-L-thyronine

O-[3-chloro-4-hydroxyphenyl]-3,5-diiodo-L-tyrosine