N-[4-[6-(N-Cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]indol-1-ylmethyl]-3-methoxybenzoyl]-2-methylbenzenesulphonamide

Base Information

Chemical Name:N-[4-[6-(N-Cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]indol-1-ylmethyl]-3-methoxybenzoyl]-2-methylbenzenesulphonamide
CAS No.:142535-43-1
Molecular Formula:C₃₇H₄₄N₄O₆S
Molecular Weight:672.846
Hs Code.:

Synonyms:N-[4-[6-(N-Cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]indol-1-ylmethyl]-3-methoxybenzoyl]-2-methylbenzenesulphonamide

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Chemical Property of N-[4-[6-(N-Cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]indol-1-ylmethyl]-3-methoxybenzoyl]-2-methylbenzenesulphonamide

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Technology Process of N-[4-[6-(N-Cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]indol-1-ylmethyl]-3-methoxybenzoyl]-2-methylbenzenesulphonamide

There total 8 articles about N-[4-[6-(N-Cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]indol-1-ylmethyl]-3-methoxybenzoyl]-2-methylbenzenesulphonamide 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: 56.0%

: 88-19-7
methyl 2-(aminosulfonyl)benzoate

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

: 142535-43-1
N-[4-[6-(N-Cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]indol-1-ylmethyl]-3-methoxybenzoyl]-2-methylbenzenesulphonamide

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1021/jm00091a010

Reference yield: 56.0%

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

: 142535-43-1
N-[4-[6-(N-Cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]indol-1-ylmethyl]-3-methoxybenzoyl]-2-methylbenzenesulphonamide

Guidance literature:

Reference yield:

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

: 142535-43-1
N-[4-[6-(N-Cyclopentylmethylcarbamoyl)-3-[2-(N,N-dimethylcarbamoyl)propyl]indol-1-ylmethyl]-3-methoxybenzoyl]-2-methylbenzenesulphonamide

Guidance literature:: Multi-step reaction with 7 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

7: 56 percent / Me₂N(CH₂)3N=C=NEt*HCl, DMAP / CH₂Cl₂

With dmap; lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; hydrogen; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00091a010