2-(S)-tert-butoxycarbonylamino-3-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-cyclohexyl}-propionic acid cyclopentyl ester

Base Information

• Chemical Name: 2-(S)-tert-butoxycarbonylamino-3-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-cyclohexyl}-propionic acid cyclopentyl ester
• CAS No.: 914645-85-5
• Molecular Formula: C₄₂H₅₉N₃O₈S
• Molecular Weight: 766.012
• Mol file: 914645-85-5.mol

Synonyms:2-(S)-tert-butoxycarbonylamino-3-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-cyclohexyl}-propionic acid cyclopentyl ester

Chemical Property of 2-(S)-tert-butoxycarbonylamino-3-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-cyclohexyl}-propionic acid cyclopentyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(S)-tert-butoxycarbonylamino-3-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-cyclohexyl}-propionic acid cyclopentyl ester

There total 16 articles about 2-(S)-tert-butoxycarbonylamino-3-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-cyclohexyl}-propionic 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: 13.0%

3-[4-(4-aminomethyl-phenoxy)-cyclohexyl]-2-(S)-tert-butoxycarbonylamino-propionic acid cyclopentyl ester (914645-84-4) + 6-formyl-benzo[b]thiophene-2-carboxylic acid (1-isobutoxy-ethoxy) amide (914452-25-8) → 2-(S)-tert-butoxycarbonylamino-3-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-cyclohexyl}-propionic acid cyclopentyl ester (914645-85-5)

Guidance literature:

3-[4-(4-aminomethyl-phenoxy)-cyclohexyl]-2-(S)-tert-butoxycarbonylamino-propionic 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:

2(S)-tert-butoxycarbonylamino-3-(4-hydroxy-cyclohexyl)-propionic acid cyclopentyl ester (914645-82-2) → 2-(S)-tert-butoxycarbonylamino-3-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-cyclohexyl}-propionic acid cyclopentyl ester (914645-85-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triphenylphosphine / tetrahydrofuran / 0.17 h / 20 °C

1.2: 1.5 h / 20 °C

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

3.1: 1,2-dichloro-ethane / 0.5 h

3.2: 1 h / 20 °C

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

Reference yield:

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9) → 2-(S)-tert-butoxycarbonylamino-3-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-cyclohexyl}-propionic acid cyclopentyl ester (914645-85-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 22 h / 0 - 20 °C

2.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 30 h

3.1: hydrogen / platinum(IV) oxide / acetic acid; isopropyl alcohol / 16 h / 3750.38 Torr / sealed

4.1: triphenylphosphine / tetrahydrofuran / 0.17 h / 20 °C

4.2: 1.5 h / 20 °C

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

6.1: 1,2-dichloro-ethane / 0.5 h

6.2: 1 h / 20 °C

With dmap; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; platinum(IV) oxide; palladium 10% on activated carbon; In tetrahydrofuran; acetic acid; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

3-[4-(4-aminomethyl-phenoxy)-cyclohexyl]-2-(S)-tert-butoxycarbonylamino-propionic 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