6-(cyclopentyloxycarbonyl)amino-1-(2-methoxy-4-[1(H)-tetrazol-5-yl]benzyl)indole

Base Information

• Chemical Name: 6-(cyclopentyloxycarbonyl)amino-1-(2-methoxy-4-[1(H)-tetrazol-5-yl]benzyl)indole
• CAS No.: 104436-70-6
• Molecular Formula: C₂₃H₂₄N₆O₃
• Molecular Weight: 432.482
• Mol file: 104436-70-6.mol

Synonyms:6-(cyclopentyloxycarbonyl)amino-1-(2-methoxy-4-[1(H)-tetrazol-5-yl]benzyl)indole

Chemical Property of 6-(cyclopentyloxycarbonyl)amino-1-(2-methoxy-4-[1(H)-tetrazol-5-yl]benzyl)indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(cyclopentyloxycarbonyl)amino-1-(2-methoxy-4-[1(H)-tetrazol-5-yl]benzyl)indole

There total 8 articles about 6-(cyclopentyloxycarbonyl)amino-1-(2-methoxy-4-[1(H)-tetrazol-5-yl]benzyl)indole 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: 57.0%

cyclopentyl chloroformate (50715-28-1) + 6-amino-1-<2-methoxy-4-(1H-tetrazol-5-yl)benzyl>indole (104436-67-1) → 6-(cyclopentyloxycarbonyl)amino-1-(2-methoxy-4-[1(H)-tetrazol-5-yl]benzyl)indole (104436-70-6)

Guidance literature:

With 2,6-dimethylpyridine; 1-methyl-pyrrolidin-2-one; In tetrahydrofuran; 1.) from 0 deg C to RT, 2 h, 2.) RT, 14 h;

DOI:10.1021/jm00171a018

Reference yield: 57.0%

→ 6-(cyclopentyloxycarbonyl)amino-1-(2-methoxy-4-[1(H)-tetrazol-5-yl]benzyl)indole (104436-70-6)

Guidance literature:

Reference yield:

6-nitroindole (4769-96-4) → 6-(cyclopentyloxycarbonyl)amino-1-(2-methoxy-4-[1(H)-tetrazol-5-yl]benzyl)indole (104436-70-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / K₂CO₃ / acetone / Heating

2: 86 percent / sodium azide, Et₃N*HCl, N-methylpyrrolidone (NMP) / 3.5 h / 150 °C

3: 100 percent / H₂, 6 M KOH / 10percent Pd/C / methanol / 2 h / 2587.7 Torr

4: 57 percent / 2,6-lutidine, N-methylpyrrolidone (NMP) / tetrahydrofuran / 1.) from 0 deg C to RT, 2 h, 2.) RT, 14 h

With 2,6-dimethylpyridine; 1-methyl-pyrrolidin-2-one; potassium hydroxide; sodium azide; hydrogen; triethylamine hydrochloride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; acetone;

DOI:10.1021/jm00171a018

upstream raw materials:

cyclopentyl chloroformate

6-amino-1-<2-methoxy-4-(1H-tetrazol-5-yl)benzyl>indole

6-nitroindole

3-methoxy-p-toluic acid