cyclopentyl N-[3-({4-[(benzenesulfonyl)carbamoyl]-2-methoxyphenyl}methyl)-1-methyl-1H-indol-5-yl]carbamate

Base Information

Chemical Name:cyclopentyl N-[3-({4-[(benzenesulfonyl)carbamoyl]-2-methoxyphenyl}methyl)-1-methyl-1H-indol-5-yl]carbamate
CAS No.:107754-31-4
Molecular Formula:C₃₀H₃₁N₃O₆S
Molecular Weight:561.659
Hs Code.:

Synonyms:cyclopentyl N-[3-({4-[(benzenesulfonyl)carbamoyl]-2-methoxyphenyl}methyl)-1-methyl-1H-indol-5-yl]carbamate

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Chemical Property of cyclopentyl N-[3-({4-[(benzenesulfonyl)carbamoyl]-2-methoxyphenyl}methyl)-1-methyl-1H-indol-5-yl]carbamate

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Technology Process of cyclopentyl N-[3-({4-[(benzenesulfonyl)carbamoyl]-2-methoxyphenyl}methyl)-1-methyl-1H-indol-5-yl]carbamate

There total 10 articles about cyclopentyl N-[3-({4-[(benzenesulfonyl)carbamoyl]-2-methoxyphenyl}methyl)-1-methyl-1H-indol-5-yl]carbamate 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: 98.0%

: 107754-31-4
cyclopentyl N-[3-({4-[(benzenesulfonyl)carbamoyl]-2-methoxyphenyl}methyl)-1-methyl-1H-indol-5-yl]carbamate

Guidance literature:

Reference yield:

: 3556-83-0
methyl 4-methyl-3-methoxybenzoate

: 107754-31-4
cyclopentyl N-[3-({4-[(benzenesulfonyl)carbamoyl]-2-methoxyphenyl}methyl)-1-methyl-1H-indol-5-yl]carbamate

Guidance literature:: Multi-step reaction with 6 steps

1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / chloroform / Reflux; Inert atmosphere

2: iron(III) chloride / 1,4-dioxane / 12 h / 20 °C / Inert atmosphere

3: hydrogen; palladium on activated charcoal / 12 h / 20 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4 h / 4 - 20 °C / Inert atmosphere

5: lithium hydroxide / water; methanol / 16 h / 20 °C / Inert atmosphere

6: dmap; dicyclohexyl-carbodiimide / chloroform / 12 h / Reflux; Inert atmosphere

With dmap; iron(III) chloride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); palladium on activated charcoal; hydrogen; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform; water; 2: |Friedel-Crafts Alkylation;
DOI:10.1021/acs.jmedchem.8b00458

Reference yield:

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

: 107754-31-4
cyclopentyl N-[3-({4-[(benzenesulfonyl)carbamoyl]-2-methoxyphenyl}methyl)-1-methyl-1H-indol-5-yl]carbamate

Guidance literature:: Multi-step reaction with 6 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: 74 percent / N-methylmorpholine / CH₂Cl₂ / 2 h

5: 88 percent / LiOH monohydrate / methanol; tetrahydrofuran; H₂O / 20 h

6: 98 percent / 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 18 h

With 4-methyl-morpholine; 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; methanol; dichloromethane; water;
DOI:10.1021/jm00168a037