(S)-tert-butoxycarbonylamino-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-phenyl}-acetic acid cyclopentyl ester

Base Information

• Chemical Name: (S)-tert-butoxycarbonylamino-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-phenyl}-acetic acid cyclopentyl ester
• CAS No.: 914452-64-5
• Molecular Formula: C₄₁H₅₁N₃O₈S
• Molecular Weight: 745.937
• Mol file: 914452-64-5.mol

Synonyms:(S)-tert-butoxycarbonylamino-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-phenyl}-acetic acid cyclopentyl ester

Chemical Property of (S)-tert-butoxycarbonylamino-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-phenyl}-acetic acid cyclopentyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butoxycarbonylamino-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-phenyl}-acetic acid cyclopentyl ester

There total 16 articles about (S)-tert-butoxycarbonylamino-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-phenyl}-acetic acid cyclopentyl 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: 27.0%

(S)-[4-(4-aminomethyl-phenoxy)-phenyl]-tert-butoxycarbonylamino-acetic acid cyclopentyl ester (914452-63-4) + 6-formyl-benzo[b]thiophene-2-carboxylic acid (1-isobutoxy-ethoxy) amide (914452-25-8) → (S)-tert-butoxycarbonylamino-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-phenyl}-acetic acid cyclopentyl ester (914452-64-5)

Guidance literature:

(S)-[4-(4-aminomethyl-phenoxy)-phenyl]-tert-butoxycarbonylamino-acetic acid cyclopentyl ester; 6-formyl-benzo[b]thiophene-2-carboxylic acid (1-isobutoxy-ethoxy) amide; In 1,2-dichloro-ethane; for 0.5h;

With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 1h;

Reference yield:

benzyl N-[(4-bromophenyl)methyl]carbamate → (S)-tert-butoxycarbonylamino-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-phenyl}-acetic acid cyclopentyl ester (914452-64-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - -75 °C

1.2: -78 - 20 °C

2.1: pyridine; copper diacetate; triethylamine / dichloromethane / 4.5 h / 20 °C / Molecular sieve

3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate

4.1: 1,2-dichloro-ethane / 0.5 h

4.2: 1 h / 20 °C

With pyridine; n-butyllithium; hydrogen; copper diacetate; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; 1,2-dichloro-ethane;

Reference yield:

{4-[4-(benzyloxycarbonylamino-methyl)-phenoxy]-phenyl}-(S)-tert-butoxycarbonylamino-acetic acid cyclopentyl ester (914452-62-3) → (S)-tert-butoxycarbonylamino-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-phenyl}-acetic acid cyclopentyl ester (914452-64-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen / palladium 10% on activated carbon / ethyl acetate

2.1: 1,2-dichloro-ethane / 0.5 h

2.2: 1 h / 20 °C

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; 1,2-dichloro-ethane;

upstream raw materials:

(S)-[4-(4-aminomethyl-phenoxy)-phenyl]-tert-butoxycarbonylamino-acetic acid cyclopentyl ester

6-formyl-benzo[b]thiophene-2-carboxylic acid (1-isobutoxy-ethoxy) amide

2-ethyl 6-methyl benzo[b]thiophene-2,6-dicarboxylate

benzo[b]thiophene-2,6-dicarboxylic acid 2-ethyl ester

Refernces