4-[6-(N-cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]-indol-1-ylmethyl]-3-methoxybenzoic acid

Base Information

Chemical Name:4-[6-(N-cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]-indol-1-ylmethyl]-3-methoxybenzoic acid
CAS No.:114086-23-6
Molecular Formula:C₃₀H₃₇N₃O₅
Molecular Weight:519.641
Hs Code.:

Synonyms:4-[6-(N-cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]-indol-1-ylmethyl]-3-methoxybenzoic acid

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Chemical Property of 4-[6-(N-cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]-indol-1-ylmethyl]-3-methoxybenzoic acid

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Technology Process of 4-[6-(N-cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]-indol-1-ylmethyl]-3-methoxybenzoic acid

There total 7 articles about 4-[6-(N-cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]-indol-1-ylmethyl]-3-methoxybenzoic 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: 66.0%

: 114086-27-0
tert-butyl 4-<<6--3-<2-(N,N-dimethylcarbamoyl)propyl>indol-1-yl>methyl>-3-methoxybenzoate

: 114086-23-6
4-[6-(N-cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]-indol-1-ylmethyl]-3-methoxybenzoic acid

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; triethylamine; In 1,4-dioxane;
DOI:10.1021/jm00091a010

Reference yield:

: 104436-91-1
t-butyl 4-bromomethyl-3-methoxybenzoate

: 114086-23-6
4-[6-(N-cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]-indol-1-ylmethyl]-3-methoxybenzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / K₂CO₃ / dimethylformamide / 48 h

2: 99 percent / dioxane / 18 h / Heating

3: 99 percent / H₂ / 10percent Pd/C / methanol / 18 h / 2585.7 Torr

4: 95 percent / aq. LiOH / tetrahydrofuran; methanol / 6 h / 30 °C

5: 1.) 1,1'-carbonyldiimidazole / 1.) CH₂Cl₂, reflux, 1 h, 2.) CH₂Cl₂, 60 deg C, 90 h

6: 66 percent / Et₃N, CF₃SO₃Si(Me)3 / dioxane

With lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; hydrogen; potassium carbonate; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00091a010

Reference yield:

: 114085-90-4
6--3-formylindole

: 114086-23-6
4-[6-(N-cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]-indol-1-ylmethyl]-3-methoxybenzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / K₂CO₃ / dimethylformamide / 48 h

2: 99 percent / dioxane / 18 h / Heating

3: 99 percent / H₂ / 10percent Pd/C / methanol / 18 h / 2585.7 Torr

4: 95 percent / aq. LiOH / tetrahydrofuran; methanol / 6 h / 30 °C

5: 1.) 1,1'-carbonyldiimidazole / 1.) CH₂Cl₂, reflux, 1 h, 2.) CH₂Cl₂, 60 deg C, 90 h

6: 66 percent / Et₃N, CF₃SO₃Si(Me)3 / dioxane

With lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; hydrogen; potassium carbonate; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00091a010