4-<<5-<(cyclopentylmethyl)carbamoyl>-1-(2-propanyl)indol-3-yl>methyl>-3-methoxybenzoic acid

Base Information

Chemical Name:4-<<5-<(cyclopentylmethyl)carbamoyl>-1-(2-propanyl)indol-3-yl>methyl>-3-methoxybenzoic acid
CAS No.:145889-31-2
Molecular Formula:C₂₇H₃₀N₂O₄
Molecular Weight:446.546
Hs Code.:

Synonyms:4-<<5-<(cyclopentylmethyl)carbamoyl>-1-(2-propanyl)indol-3-yl>methyl>-3-methoxybenzoic acid

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Chemical Property of 4-<<5-<(cyclopentylmethyl)carbamoyl>-1-(2-propanyl)indol-3-yl>methyl>-3-methoxybenzoic acid

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Technology Process of 4-<<5-<(cyclopentylmethyl)carbamoyl>-1-(2-propanyl)indol-3-yl>methyl>-3-methoxybenzoic acid

There total 8 articles about 4-<<5-<(cyclopentylmethyl)carbamoyl>-1-(2-propanyl)indol-3-yl>methyl>-3-methoxybenzoic 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:

: 1670-81-1,142396-03-0
1H-Indole-5-carboxylic acid

: 145889-31-2
4-<<5-<(cyclopentylmethyl)carbamoyl>-1-(2-propanyl)indol-3-yl>methyl>-3-methoxybenzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 73 percent / 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 48 h / Ambient temperature

2: 30 percent / silver oxide / dioxane / 4 h / Heating

3: 1.) NaH / 1.) DMF, 0 deg C, 0.5 h, 2.) DMF, RT, 18 h

4: aq. LiOH / tetrahydrofuran; methanol / 18 h / Ambient temperature

With dmap; lithium hydroxide; sodium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; silver(l) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/jm00055a011

Reference yield:

: 136564-69-7
1H-indole-5-carboxylic acid benzyl ester

: 145889-31-2
4-<<5-<(cyclopentylmethyl)carbamoyl>-1-(2-propanyl)indol-3-yl>methyl>-3-methoxybenzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 32 percent / dimethylformamide / 24 h / 80 °C

2: 100 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 3 h / 2585.7 Torr

3: 93 percent / 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide (WSCDI), 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 48 h / Ambient temperature

4: 1.) NaH / 1.) DMF, 0 deg C, 0.5 h, 2.) DMF, RT, 18 h

5: aq. LiOH / tetrahydrofuran; methanol / 18 h / Ambient temperature

With dmap; lithium hydroxide; hydrogen; sodium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00055a011

Reference yield:

: 136564-71-1
methyl 4-<<5-(benzyloxycarbonyl)indol-3-yl>methyl>-3-methoxybenzoate

: 145889-31-2
4-<<5-<(cyclopentylmethyl)carbamoyl>-1-(2-propanyl)indol-3-yl>methyl>-3-methoxybenzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 3 h / 2585.7 Torr

2: 93 percent / 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide (WSCDI), 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 48 h / Ambient temperature

3: 1.) NaH / 1.) DMF, 0 deg C, 0.5 h, 2.) DMF, RT, 18 h

4: aq. LiOH / tetrahydrofuran; methanol / 18 h / Ambient temperature

With dmap; lithium hydroxide; hydrogen; sodium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00055a011