N-[4-[5-(2-cyclopentylacetamido)-1-methylindol-3-ylmethyl]-3-methoxybenzoyl]benzenesulphonamide

Base Information

Chemical Name:N-[4-[5-(2-cyclopentylacetamido)-1-methylindol-3-ylmethyl]-3-methoxybenzoyl]benzenesulphonamide
CAS No.:107786-68-5
Molecular Formula:C₃₁H₃₃N₃O₅S
Molecular Weight:559.686
Hs Code.:

Synonyms:N-[4-[5-(2-cyclopentylacetamido)-1-methylindol-3-ylmethyl]-3-methoxybenzoyl]benzenesulphonamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-[4-[5-(2-cyclopentylacetamido)-1-methylindol-3-ylmethyl]-3-methoxybenzoyl]benzenesulphonamide

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Technology Process of N-[4-[5-(2-cyclopentylacetamido)-1-methylindol-3-ylmethyl]-3-methoxybenzoyl]benzenesulphonamide

There total 6 articles about N-[4-[5-(2-cyclopentylacetamido)-1-methylindol-3-ylmethyl]-3-methoxybenzoyl]benzenesulphonamide 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: 86.0%

: 98-10-2
benzenesulfonamide

: 107786-57-2
4-{[5-(2-cyclopentylacetamido)-1-methyl-1H-indol-3-yl]methyl}-3-methoxybenzoic acid

: 107786-68-5
N-[4-[5-(2-cyclopentylacetamido)-1-methylindol-3-ylmethyl]-3-methoxybenzoyl]benzenesulphonamide

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 18h;
DOI:10.1021/jm00168a037

Reference yield:

: 70264-94-7
methyl 4-(bromomethyl)-3-methoxybenzoate

: 107786-68-5
N-[4-[5-(2-cyclopentylacetamido)-1-methylindol-3-ylmethyl]-3-methoxybenzoyl]benzenesulphonamide

Guidance literature:: Multi-step reaction with 5 steps

1: 45 percent / silver(I) oxide / dioxane / 20 h / 60 °C

2: 1.) NaH / 1.) THF, 10 min, 2.) 30 min

3: 98 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 2 h / 2587.7 Torr

4: 1.) 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 2.) LiOH monohydrate / 1.) CH₂Cl₂, 18 h, 2.) THF, MeOH, water, 20 h

5: 86 percent / 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 18 h

With dmap; lithium hydroxide; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; silver(l) oxide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/jm00168a037

Reference yield:

: 107754-15-4
3-methoxy-4-(1-methyl-5-nitroindol-3-ylmethyl)-benzoic acid methyl ester

: 107786-68-5
N-[4-[5-(2-cyclopentylacetamido)-1-methylindol-3-ylmethyl]-3-methoxybenzoyl]benzenesulphonamide

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 2 h / 2587.7 Torr

2: 1.) 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 2.) LiOH monohydrate / 1.) CH₂Cl₂, 18 h, 2.) THF, MeOH, water, 20 h

3: 86 percent / 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 18 h

With dmap; lithium hydroxide; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00168a037