4-[5-(Isobutyl-methyl-carbamoyl)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methyl ester

Base Information

Chemical Name:4-[5-(Isobutyl-methyl-carbamoyl)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methyl ester
CAS No.:1026944-98-8
Molecular Formula:C₂₅H₃₀N₂O₄
Molecular Weight:422.524
Hs Code.:

Synonyms:4-[5-(Isobutyl-methyl-carbamoyl)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methyl ester

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Chemical Property of 4-[5-(Isobutyl-methyl-carbamoyl)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methyl ester

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Technology Process of 4-[5-(Isobutyl-methyl-carbamoyl)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methyl ester

There total 5 articles about 4-[5-(Isobutyl-methyl-carbamoyl)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methyl ester 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

: 1026944-98-8
4-[5-(Isobutyl-methyl-carbamoyl)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methyl ester

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: 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

: 1026944-98-8
4-[5-(Isobutyl-methyl-carbamoyl)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methyl ester

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: 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

Reference yield:

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

: 1026944-98-8
4-[5-(Isobutyl-methyl-carbamoyl)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

2: 88 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 1.5 h

3: 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;
DOI:10.1021/jm00055a011