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

Base Information

• Chemical Name: 4-[6-(2-Cyclopentyl-2-phenyl-acetylamino)-indol-1-ylmethyl]-3-methoxy-benzoic acid
• CAS No.: 104448-03-5
• Molecular Formula: C₃₀H₃₀N₂O₄
• Molecular Weight: 482.579
• Mol file: 104448-03-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about 4-[6-(2-Cyclopentyl-2-phenyl-acetylamino)-indol-1-ylmethyl]-3-methoxy-benzoic acid 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:

methyl 4-methyl-3-methoxybenzoate (3556-83-0) → 4-[6-(2-Cyclopentyl-2-phenyl-acetylamino)-indol-1-ylmethyl]-3-methoxy-benzoic acid (104448-03-5)

Guidance literature:

Multi-step reaction with 5 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

5: aq. LiOH / tetrahydrofuran; methanol / 30 h

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

DOI:10.1021/jm00168a036

Reference yield:

methyl 3-methoxy-4-<(6-nitroindol-1-yl)methyl>benzoate (104437-17-4) → 4-[6-(2-Cyclopentyl-2-phenyl-acetylamino)-indol-1-ylmethyl]-3-methoxy-benzoic acid (104448-03-5)

Guidance literature:

Multi-step reaction with 3 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

3: aq. LiOH / tetrahydrofuran; methanol / 30 h

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

DOI:10.1021/jm00168a036

Reference yield:

3-methoxy-p-toluic acid (7151-68-0) → 4-[6-(2-Cyclopentyl-2-phenyl-acetylamino)-indol-1-ylmethyl]-3-methoxy-benzoic acid (104448-03-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / acetyl chloride / 36 h

2: 64 percent / bromine / CCl₄ / 4 h / Irradiation

3: 95 percent / K₂CO₃ / acetone / 48 h / Heating

4: 95 percent / acetic acid-EtOAc, H₂ / 10percent Pd/C / 24 h / 2585.7 Torr

5: 66 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h

6: aq. LiOH / tetrahydrofuran; methanol / 30 h

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

DOI:10.1021/jm00168a036

upstream raw materials:

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

methyl 4-methyl-3-methoxybenzoate

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

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