2-(S)-tert-butoxycarbonylamino-3-[4-(5-iodo-2-methoxyphenoxy)phenyl]propionic acid methyl ester

Base Information

• Chemical Name: 2-(S)-tert-butoxycarbonylamino-3-[4-(5-iodo-2-methoxyphenoxy)phenyl]propionic acid methyl ester
• CAS No.: 327621-03-4
• Molecular Formula: C₂₂H₂₆INO₆
• Molecular Weight: 527.356
• Mol file: 327621-03-4.mol

Synonyms:2-(S)-tert-butoxycarbonylamino-3-[4-(5-iodo-2-methoxyphenoxy)phenyl]propionic acid methyl ester

Chemical Property of 2-(S)-tert-butoxycarbonylamino-3-[4-(5-iodo-2-methoxyphenoxy)phenyl]propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(S)-tert-butoxycarbonylamino-3-[4-(5-iodo-2-methoxyphenoxy)phenyl]propionic acid methyl ester

There total 6 articles about 2-(S)-tert-butoxycarbonylamino-3-[4-(5-iodo-2-methoxyphenoxy)phenyl]propionic acid methyl ester 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:

2-(S)-tert-butoxycarbonylamino-3-[4-(2-hydroxyphenoxy)phenyl]propionic acid methyl ester (193410-63-8) + methyl iodide (74-88-4) → 2-(S)-tert-butoxycarbonylamino-3-[4-(5-iodo-2-methoxyphenoxy)phenyl]propionic acid methyl ester (327621-03-4) + 2-(S)-tert-butoxycarbonylamino-3-[4-(3,5-diiodo-2-methoxyphenoxy)phenyl]propionic acid methyl ester

Guidance literature:

2-(S)-tert-butoxycarbonylamino-3-[4-(2-hydroxyphenoxy)phenyl]propionic acid methyl ester; With chloroamine-T; sodium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

methyl iodide; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Further stages.;

DOI:10.1039/b008078k

Reference yield:

methyl N-[(1,1-dimethylethoxy)carbonyl]-O-(2-hydroxy-5-iodophenyl)tyrosinate + methyl iodide (74-88-4) → 2-(S)-tert-butoxycarbonylamino-3-[4-(5-iodo-2-methoxyphenoxy)phenyl]propionic acid methyl ester (327621-03-4)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1021/jo9018792

Reference yield:

Boc-Tyr-OH (3978-80-1) → 2-(S)-tert-butoxycarbonylamino-3-[4-(5-iodo-2-methoxyphenoxy)phenyl]propionic acid methyl ester (327621-03-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: K₂CO₃ / dimethylformamide / 96 h / 70 °C

2.1: NaHCO₃ / dimethylformamide / 16 h / 20 °C

3.1: MCPBA; NaHCO₃ / CHCl₃ / 16 h / 55 °C

4.1: K₂CO₃; MeOH

5.1: Chloramine-T hydrate; NaI / dimethylformamide / 1.5 h / 20 °C

5.2: K₂CO₃ / dimethylformamide / 16 h / 20 °C

With methanol; chloroamine-T; sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In chloroform; N,N-dimethyl-formamide; 3.1: Perkin reaction;

DOI:10.1039/b008078k

upstream raw materials:

2-(S)-tert-butoxycarbonylamino-3-[4-(2-hydroxyphenoxy)phenyl]propionic acid methyl ester

methyl iodide

Boc-Tyr-OH

2-(S)-tert-butoxycarbonylamino-3-[4-(2-formylphenoxy)phenyl]propionic acid methyl ester

Downstream raw materials:

2-(S)-(2-(S)-tert-butoxycarbonylamino-3-carbamoylpropionylamino)-3-[4-(5-iodo-2-methoxyphenoxy)phenyl]propionic acid methyl ester

2-(S)-[2-(S)-tert-butoxycarbonylamino-3-(4-methoxyphenyl)-propionylamino]-3-[4-(5-iodo-2-methoxyphenoxy)phenyl]propionic acid methyl ester

2-(R)-[2-(S)-{2-(S)-tert-butoxycarbonylamino-3-[4-(5-iodo-2-methoxyphenoxy)phenyl]propionylamino}-3-(4-methoxyphenyl)-propionylamino]-3-iodopropionic acid methyl ester

2-(S)-[2-(S)-{2-(S)-tert-butoxycarbonylamino-3-[4-(5-iodo-2-methoxyphenoxy)phenyl]propionylamino}-3-(4-methoxyphenyl)-propionylamino]-3-hydroxypropionic acid methyl ester