7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxaldehyde

Base Information

Chemical Name:7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxaldehyde
CAS No.:201665-66-9
Molecular Formula:C₂₅H₂₈N₂O₃
Molecular Weight:404.509
Hs Code.:

Synonyms:7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxaldehyde

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Chemical Property of 7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxaldehyde

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Technology Process of 7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxaldehyde

There total 7 articles about 7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxaldehyde 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: 77.0%

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 201665-64-7
4-ethyl-3-methyl-5-(3-methyl-4,5,6,7-tetrahydro-1H-indol-7-yl)-1H-pyrrole-2-carboxylic acid benzyl ester

: 201665-66-9
7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxaldehyde

Guidance literature:: N,N-dimethyl-formamide; 4-ethyl-3-methyl-5-(3-methyl-4,5,6,7-tetrahydro-1H-indol-7-yl)-1H-pyrrole-2-carboxylic acid benzyl ester; With 4-nitro-benzoyl chloride; at 0 - 5 ℃; for 0.25h;

With sodium carbonate; In ethanol; at 70 ℃; for 0.25h;
DOI:10.1016/S0040-4020(97)10288-5

Reference yield:

: 51089-83-9
benzyl 4-ethyl-3-methyl-1H-pyrrole-2-carboxylate

: 201665-66-9
7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / p-toluenesulfonic acid / acetic acid / 2 h / 20 °C

2.1: 100 percent / trifluoroacetic acid / 0.17 h / 35 °C

3.1: p-nitrobenzoyl chloride / 0.25 h / 0 - 5 °C

3.2: 77 percent / aq. Na₂CO₃ / ethanol / 0.25 h / 70 °C

With toluene-4-sulfonic acid; 4-nitro-benzoyl chloride; trifluoroacetic acid; In acetic acid; 1.1: Condensation / 2.1: Decarboxylation / 3.1: Formylation / 3.2: Hydrolysis;
DOI:10.1016/S0040-4020(97)10288-5

Reference yield:

: 123430-63-7
tert-butyl 7-hydroxy-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxylate

: 201665-66-9
7-(5-benzyloxycarbonyl-3-ethyl-4-methyl-2-pyrrolyl)-3-methyl-4,5,6,7-tetrahydro-1H-indole-2-carboxaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / p-toluenesulfonic acid / acetic acid / 2 h / 20 °C

2.1: 100 percent / trifluoroacetic acid / 0.17 h / 35 °C

3.1: p-nitrobenzoyl chloride / 0.25 h / 0 - 5 °C

3.2: 77 percent / aq. Na₂CO₃ / ethanol / 0.25 h / 70 °C

With toluene-4-sulfonic acid; 4-nitro-benzoyl chloride; trifluoroacetic acid; In acetic acid; 1.1: Condensation / 2.1: Decarboxylation / 3.1: Formylation / 3.2: Hydrolysis;
DOI:10.1016/S0040-4020(97)10288-5