3-[3-(4,4-Dimethyl-piperidin-1-yl)-3-oxo-propyl]-1-[2-methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1H-indole-6-carboxylic acid cyclopentylmethyl-amide

Base Information

Chemical Name:3-[3-(4,4-Dimethyl-piperidin-1-yl)-3-oxo-propyl]-1-[2-methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1H-indole-6-carboxylic acid cyclopentylmethyl-amide
CAS No.:142535-55-5
Molecular Formula:C₄₁H₅₀N₄O₆S
Molecular Weight:726.937
Hs Code.:

3-[3-(4,4-Dimethyl-piperidin-1-yl)-3-oxo-propyl]-1-[2-methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1H-indole-6-carboxylic acid cyclopentylmethyl-amide

Synonyms:3-[3-(4,4-Dimethyl-piperidin-1-yl)-3-oxo-propyl]-1-[2-methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1H-indole-6-carboxylic acid cyclopentylmethyl-amide

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Chemical Property of 3-[3-(4,4-Dimethyl-piperidin-1-yl)-3-oxo-propyl]-1-[2-methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1H-indole-6-carboxylic acid cyclopentylmethyl-amide

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Technology Process of 3-[3-(4,4-Dimethyl-piperidin-1-yl)-3-oxo-propyl]-1-[2-methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1H-indole-6-carboxylic acid cyclopentylmethyl-amide

There total 8 articles about 3-[3-(4,4-Dimethyl-piperidin-1-yl)-3-oxo-propyl]-1-[2-methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1H-indole-6-carboxylic acid cyclopentylmethyl-amide 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: 82.0%

: 142535-53-3
3-[(E)-3-(4,4-Dimethyl-piperidin-1-yl)-3-oxo-propenyl]-1-[2-methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1H-indole-6-carboxylic acid cyclopentylmethyl-amide

: 142535-55-5
3-[3-(4,4-Dimethyl-piperidin-1-yl)-3-oxo-propyl]-1-[2-methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1H-indole-6-carboxylic acid cyclopentylmethyl-amide

Guidance literature:: With potassium hydroxide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; under 2585.7 Torr;
DOI:10.1021/jm00091a010

Reference yield:

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

: 142535-55-5
3-[3-(4,4-Dimethyl-piperidin-1-yl)-3-oxo-propyl]-1-[2-methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1H-indole-6-carboxylic acid cyclopentylmethyl-amide

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / Me₂N(CH₂)3N=C=NEt*HCl, DMAP / CH₂Cl₂

2: 82 percent / H₂, aq. KOH / 10percent Pd/C / methanol; tetrahydrofuran / 2585.7 Torr

With dmap; potassium hydroxide; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00091a010

Reference yield:

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

: 142535-55-5
3-[3-(4,4-Dimethyl-piperidin-1-yl)-3-oxo-propyl]-1-[2-methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1H-indole-6-carboxylic acid cyclopentylmethyl-amide

Guidance literature:: Multi-step reaction with 7 steps

1: 68 percent / dioxane / 24 h / Heating

2: 52 percent / aq. LiOH / tetrahydrofuran; methanol / 18 h / 40 °C

3: 80 percent / 4-(dimethylamino)pyridine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 36 h

4: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 8 h

5: 75 percent / aq. LiOH / methanol; tetrahydrofuran

6: 54 percent / Me₂N(CH₂)3N=C=NEt*HCl, DMAP / CH₂Cl₂

7: 82 percent / H₂, aq. KOH / 10percent Pd/C / methanol; tetrahydrofuran / 2585.7 Torr

With dmap; potassium hydroxide; lithium hydroxide; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/jm00091a010