methyl 4-<<5--1-<2-(N,N-diethylcarbamoyl)ethyl>indol-3-yl>methyl>-3-methoxybenzoate

Base Information

• Chemical Name: methyl 4-<<5--1-<2-(N,N-diethylcarbamoyl)ethyl>indol-3-yl>methyl>-3-methoxybenzoate
• CAS No.: 142535-35-1
• Molecular Formula: C₃₂H₄₁N₃O₅
• Molecular Weight: 547.695

Synonyms:methyl 4-<<5--1-<2-(N,N-diethylcarbamoyl)ethyl>indol-3-yl>methyl>-3-methoxybenzoate

Chemical Property of methyl 4-<<5--1-<2-(N,N-diethylcarbamoyl)ethyl>indol-3-yl>methyl>-3-methoxybenzoate

Chemical Property:

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Technology Process of methyl 4-<<5--1-<2-(N,N-diethylcarbamoyl)ethyl>indol-3-yl>methyl>-3-methoxybenzoate

There total 4 articles about methyl 4-<<5--1-<2-(N,N-diethylcarbamoyl)ethyl>indol-3-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:

1H-Indole-5-carboxylic acid (1670-81-1,142396-03-0) → methyl 4-<<5--1-<2-(N,N-diethylcarbamoyl)ethyl>indol-3-yl>methyl>-3-methoxybenzoate (142535-35-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 12 h

2: 1.) Ag₂O / 1.) dioxane, reflux, 1 h, 2.) dioxane, reflux, 3.5 h

3: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, RT, 8 h

With dmap; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; silver(l) oxide; In dichloromethane;

DOI:10.1021/jm00091a010

Reference yield:

cyclopentylmethylamine (6053-81-2) → methyl 4-<<5--1-<2-(N,N-diethylcarbamoyl)ethyl>indol-3-yl>methyl>-3-methoxybenzoate (142535-35-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 12 h

2: 1.) Ag₂O / 1.) dioxane, reflux, 1 h, 2.) dioxane, reflux, 3.5 h

3: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, RT, 8 h

With dmap; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; silver(l) oxide; In dichloromethane;

DOI:10.1021/jm00091a010

Reference yield:

5-indole (110707-71-6) → methyl 4-<<5--1-<2-(N,N-diethylcarbamoyl)ethyl>indol-3-yl>methyl>-3-methoxybenzoate (142535-35-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Ag₂O / 1.) dioxane, reflux, 1 h, 2.) dioxane, reflux, 3.5 h

2: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, RT, 8 h

With sodium hydride; silver(l) oxide;

DOI:10.1021/jm00091a010

upstream raw materials:

N,N-diethylacrylamide

methyl 4-<<5-indol-3-yl>methyl>-3-methoxybenzoate

1H-Indole-5-carboxylic acid

cyclopentylmethylamine

Downstream raw materials:

4-[5-(Cyclopentylmethyl-carbamoyl)-1-(2-diethylcarbamoyl-ethyl)-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid

1-(2-Diethylcarbamoyl-ethyl)-3-[2-methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1H-indole-5-carboxylic acid cyclopentylmethyl-amide

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