methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoate

Base Information

• Chemical Name: methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoate
• CAS No.: 1431868-09-5
• Molecular Formula: C₂₁H₂₁I₄NO₆
• Molecular Weight: 891.019
• Mol file: 1431868-09-5.mol

Synonyms:methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoate

Chemical Property of methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoate

There total 6 articles about methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoate 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:

di-tert-butyl dicarbonate (24424-99-5) + methyl (S)-2-amino-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoate hydrochloride → methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoate (1431868-09-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

Reference yield:

(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3,5-diiodophenyl)propanoate (128781-80-6) → methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoate (1431868-09-5)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine; pyridine; copper diacetate / dichloromethane / 48 h / 20 °C / Molecular sieve

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 0 - 20 °C

3: Iodine monochloride; N-butylamine / dichloromethane; N,N-dimethyl-formamide / 0.33 h / 0 °C

With pyridine; tetrabutyl ammonium fluoride; copper diacetate; Iodine monochloride; N-butylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/00397911.2011.639005

Reference yield:

L-Tyr-OMe (1080-06-4) → methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoate (1431868-09-5)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydrogencarbonate / water; tetrahydrofuran / 24 h / 20 °C

2: N-iodo-succinimide / dichloromethane / 0.67 h / 0 °C

3: N-ethyl-N,N-diisopropylamine; pyridine; copper diacetate / dichloromethane / 48 h / 20 °C / Molecular sieve

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 0 - 20 °C

5: Iodine monochloride; N-butylamine / dichloromethane; N,N-dimethyl-formamide / 0.33 h / 0 °C

With pyridine; N-iodo-succinimide; tetrabutyl ammonium fluoride; copper diacetate; Iodine monochloride; sodium hydrogencarbonate; N-butylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1080/00397911.2011.639005

upstream raw materials:

L-tyrosine

L-Tyr-OMe

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3,5-diiodophenyl)propanoate

Downstream raw materials:

(S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4-hydroxy-3,5-diaiodophenoxy)-3,5-diaiodophenyl)propanoic acid

L-thyroxine