methyl 4-<<6-(2-cyclopentyl-2-phenylacetamido)indol-1-yl>methyl>-3-methoxybenzoate

Base Information

• Chemical Name: methyl 4-<<6-(2-cyclopentyl-2-phenylacetamido)indol-1-yl>methyl>-3-methoxybenzoate
• CAS No.: 104437-10-7
• Molecular Formula: C₃₁H₃₂N₂O₄
• Molecular Weight: 496.606
• Mol file: 104437-10-7.mol

Synonyms:methyl 4-<<6-(2-cyclopentyl-2-phenylacetamido)indol-1-yl>methyl>-3-methoxybenzoate

Chemical Property of methyl 4-<<6-(2-cyclopentyl-2-phenylacetamido)indol-1-yl>methyl>-3-methoxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-<<6-(2-cyclopentyl-2-phenylacetamido)indol-1-yl>methyl>-3-methoxybenzoate

There total 5 articles about methyl 4-<<6-(2-cyclopentyl-2-phenylacetamido)indol-1-yl>methyl>-3-methoxybenzoate 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: 66.0%

2-cyclopentyl-2-phenylacetic acid (3900-93-4) + methyl 4-<(6-aminoindol-1-yl)methyl>-3-methoxybenzoate (104446-67-5) → methyl 4-<<6-(2-cyclopentyl-2-phenylacetamido)indol-1-yl>methyl>-3-methoxybenzoate (104437-10-7)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 24h;

DOI:10.1021/jm00168a036

Reference yield:

methyl 4-methyl-3-methoxybenzoate (3556-83-0) → methyl 4-<<6-(2-cyclopentyl-2-phenylacetamido)indol-1-yl>methyl>-3-methoxybenzoate (104437-10-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 64 percent / bromine / CCl₄ / 4 h / Irradiation

2: 95 percent / K₂CO₃ / acetone / 48 h / Heating

3: 95 percent / acetic acid-EtOAc, H₂ / 10percent Pd/C / 24 h / 2585.7 Torr

4: 66 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h

With dmap; hydrogen; bromine; potassium carbonate; acetic acid; ethyl acetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrachloromethane; dichloromethane; acetone;

DOI:10.1021/jm00168a036

Reference yield:

methyl 3-methoxy-4-<(6-nitroindol-1-yl)methyl>benzoate (104437-17-4) → methyl 4-<<6-(2-cyclopentyl-2-phenylacetamido)indol-1-yl>methyl>-3-methoxybenzoate (104437-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / acetic acid-EtOAc, H₂ / 10percent Pd/C / 24 h / 2585.7 Torr

2: 66 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h

With dmap; hydrogen; acetic acid; ethyl acetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In dichloromethane;

DOI:10.1021/jm00168a036

upstream raw materials:

2-cyclopentyl-2-phenylacetic acid

methyl 4-<(6-aminoindol-1-yl)methyl>-3-methoxybenzoate

methyl 4-methyl-3-methoxybenzoate

methyl 3-methoxy-4-<(6-nitroindol-1-yl)methyl>benzoate

Downstream raw materials:

4-[6-(2-Cyclopentyl-2-phenyl-acetylamino)-indol-1-ylmethyl]-3-methoxy-benzoic acid