4-{6-(Cyclopentylmethyl-carbamoyl)-3-[(E)-3-(4,4-dimethyl-piperidin-1-yl)-3-oxo-propenyl]-indol-1-ylmethyl}-3-methoxy-benzoic acid

Base Information

Chemical Name:4-{6-(Cyclopentylmethyl-carbamoyl)-3-[(E)-3-(4,4-dimethyl-piperidin-1-yl)-3-oxo-propenyl]-indol-1-ylmethyl}-3-methoxy-benzoic acid
CAS No.:142535-51-1
Molecular Formula:C₃₄H₄₁N₃O₅
Molecular Weight:571.717
Hs Code.:

Synonyms:4-{6-(Cyclopentylmethyl-carbamoyl)-3-[(E)-3-(4,4-dimethyl-piperidin-1-yl)-3-oxo-propenyl]-indol-1-ylmethyl}-3-methoxy-benzoic acid

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Chemical Property of 4-{6-(Cyclopentylmethyl-carbamoyl)-3-[(E)-3-(4,4-dimethyl-piperidin-1-yl)-3-oxo-propenyl]-indol-1-ylmethyl}-3-methoxy-benzoic acid

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Technology Process of 4-{6-(Cyclopentylmethyl-carbamoyl)-3-[(E)-3-(4,4-dimethyl-piperidin-1-yl)-3-oxo-propenyl]-indol-1-ylmethyl}-3-methoxy-benzoic acid

There total 5 articles about 4-{6-(Cyclopentylmethyl-carbamoyl)-3-[(E)-3-(4,4-dimethyl-piperidin-1-yl)-3-oxo-propenyl]-indol-1-ylmethyl}-3-methoxy-benzoic 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: 75.0%

: 142535-49-7
methyl (E)-4-<<6--3-<2-<(4,4-dimethylpiperidin-1-yl)carbonyl>ethylidenyl>indol-1-yl>methyl>-3-methoxybenzoate

: 142535-51-1
4-{6-(Cyclopentylmethyl-carbamoyl)-3-[(E)-3-(4,4-dimethyl-piperidin-1-yl)-3-oxo-propenyl]-indol-1-ylmethyl}-3-methoxy-benzoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol;
DOI:10.1021/jm00091a010

Reference yield:

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

: 142535-51-1
4-{6-(Cyclopentylmethyl-carbamoyl)-3-[(E)-3-(4,4-dimethyl-piperidin-1-yl)-3-oxo-propenyl]-indol-1-ylmethyl}-3-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 142535-45-3
(E)-6--3-(2-carboxyethylidenyl)indole

: 142535-51-1
4-{6-(Cyclopentylmethyl-carbamoyl)-3-[(E)-3-(4,4-dimethyl-piperidin-1-yl)-3-oxo-propenyl]-indol-1-ylmethyl}-3-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 75 percent / aq. LiOH / methanol; tetrahydrofuran

With dmap; lithium hydroxide; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00091a010