methyl 4-<<5-<(2-ethylbutyl)carbamoyl>-1-methylindol-3-yl>methyl>-3-methoxybenzoate

Base Information

Chemical Name:methyl 4-<<5-<(2-ethylbutyl)carbamoyl>-1-methylindol-3-yl>methyl>-3-methoxybenzoate
CAS No.:145889-25-4
Molecular Formula:C₂₆H₃₂N₂O₄
Molecular Weight:436.551
Hs Code.:

Synonyms:methyl 4-<<5-<(2-ethylbutyl)carbamoyl>-1-methylindol-3-yl>methyl>-3-methoxybenzoate

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Chemical Property of methyl 4-<<5-<(2-ethylbutyl)carbamoyl>-1-methylindol-3-yl>methyl>-3-methoxybenzoate

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Technology Process of methyl 4-<<5-<(2-ethylbutyl)carbamoyl>-1-methylindol-3-yl>methyl>-3-methoxybenzoate

There total 5 articles about methyl 4-<<5-<(2-ethylbutyl)carbamoyl>-1-methylindol-3-yl>methyl>-3-methoxybenzoate 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: 66.0%

: 617-79-8
2-ethyl-N-butylamine

: 136564-73-3
methyl 4-<<5-carboxy-1-methylindol-3-yl>methyl>-3-methoxybenzoate

: 145889-25-4
methyl 4-<<5-<(2-ethylbutyl)carbamoyl>-1-methylindol-3-yl>methyl>-3-methoxybenzoate

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; for 36h; Ambient temperature;
DOI:10.1021/jm00055a011

Reference yield:

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

: 145889-25-4
methyl 4-<<5-<(2-ethylbutyl)carbamoyl>-1-methylindol-3-yl>methyl>-3-methoxybenzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / triphenylphosphine, diethylazodicarboxylate / tetrahydrofuran / 24 h / Ambient temperature

2: 32 percent / dimethylformamide / 24 h / 80 °C

3: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) DMF, from 0 deg C to RT, 1 h

4: 88 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 1.5 h

5: 66 percent / 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide (WSCDI), 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 36 h / Ambient temperature

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

Reference yield:

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

: 145889-25-4
methyl 4-<<5-<(2-ethylbutyl)carbamoyl>-1-methylindol-3-yl>methyl>-3-methoxybenzoate

Guidance literature:: Multi-step reaction with 4 steps

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

2: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) DMF, from 0 deg C to RT, 1 h

3: 88 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 1.5 h

4: 66 percent / 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide (WSCDI), 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 36 h / Ambient temperature

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