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

Base Information

• Chemical Name: 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
• CAS No.: 327620-98-4
• Molecular Formula: C₃₅H₄₁I₂N₃O₉
• Molecular Weight: 901.534
• Mol file: 327620-98-4.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 10 articles about 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 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: 76.0%

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 (327621-04-5) → 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 (327620-98-4)

Guidance literature:

With methyltriphenoxyphosphonium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

DOI:10.1039/b008078k

Reference yield:

Boc-Tyr-OH (3978-80-1) → 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 (327620-98-4)

Guidance literature:

Multi-step reaction with 8 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

6.1: 100 percent / aq. LiOH / tetrahydrofuran

7.1: 94 percent / EDCI; iPr₂NEt; BtOH / dimethylformamide / 16 h / 20 °C

8.1: 76 percent / (PhO)3PMeI / dimethylformamide / 0.33 h / 20 °C

With methanol; lithium hydroxide; methyltriphenoxyphosphonium iodide; chloroamine-T; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide; 3.1: Perkin reaction;

DOI:10.1039/b008078k

Reference yield:

2-Fluorobenzaldehyde (446-52-6) → 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 (327620-98-4)

Guidance literature:

Multi-step reaction with 8 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

6.1: 100 percent / aq. LiOH / tetrahydrofuran

7.1: 94 percent / EDCI; iPr₂NEt; BtOH / dimethylformamide / 16 h / 20 °C

8.1: 76 percent / (PhO)3PMeI / dimethylformamide / 0.33 h / 20 °C

With methanol; lithium hydroxide; methyltriphenoxyphosphonium iodide; chloroamine-T; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide; 3.1: Perkin reaction;

DOI:10.1039/b008078k

upstream raw materials:

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

Boc-Tyr-OH

2-Fluorobenzaldehyde

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

Downstream raw materials:

15-(S)-tert-butoxycarbonylamino-4-methoxy-12-(S)-(4-methoxybenzyl)-11,14-dioxo-2-oxa-10,13-diazatricyclo[15.2.2.1(3,7)]-docosa-1-⁽²⁰⁾,3,5,7⁽²²⁾,17⁽²¹⁾,18-hexaene-9-(S)-carboxylic acid methyl ester

(9S,12S,15S)-15-Acetylamino-4-methoxy-12-(4-methoxy-benzyl)-11,14-dioxo-2-oxa-10,13-diaza-tricyclo[15.2.2.1^3,7]docosa-1⁽²⁰⁾,3,5,7⁽²²⁾,17⁽²¹⁾,18-hexaene-9-carboxylic acid methyl ester

K-13