N-<β-(1-benzenesulfonyl-3-ethyl-2-methyl-4-hydroxy-4,5,6,7-tetrahydro-5-indolyl)ethyl>piperazine

Base Information

Chemical Name:N-<β-(1-benzenesulfonyl-3-ethyl-2-methyl-4-hydroxy-4,5,6,7-tetrahydro-5-indolyl)ethyl>piperazine
CAS No.:235425-86-2
Molecular Formula:C₂₃H₃₃N₃O₃S
Molecular Weight:431.599
Hs Code.:

Synonyms:N-<β-(1-benzenesulfonyl-3-ethyl-2-methyl-4-hydroxy-4,5,6,7-tetrahydro-5-indolyl)ethyl>piperazine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-<β-(1-benzenesulfonyl-3-ethyl-2-methyl-4-hydroxy-4,5,6,7-tetrahydro-5-indolyl)ethyl>piperazine

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Technology Process of N-<β-(1-benzenesulfonyl-3-ethyl-2-methyl-4-hydroxy-4,5,6,7-tetrahydro-5-indolyl)ethyl>piperazine

There total 11 articles about N-<β-(1-benzenesulfonyl-3-ethyl-2-methyl-4-hydroxy-4,5,6,7-tetrahydro-5-indolyl)ethyl>piperazine 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: 72.0%

: 235425-84-0
N-(1-benzenesulfonyl-3-ethyl-2-methyl-4-oxo-4,5,6,7-tetrahydro-5-indolylacetyl)piperazine

: 235425-86-2
N-<β-(1-benzenesulfonyl-3-ethyl-2-methyl-4-hydroxy-4,5,6,7-tetrahydro-5-indolyl)ethyl>piperazine

Guidance literature:: With aluminium hydride; In tetrahydrofuran; for 12h; Ambient temperature;
DOI:10.1248/cpb.47.621

Reference yield:

: 6116-76-3
3-ethyl-2-methyl-4-oxo-1H-4,5,6,7-tetrahydroindole

: 235425-86-2
N-<β-(1-benzenesulfonyl-3-ethyl-2-methyl-4-hydroxy-4,5,6,7-tetrahydro-5-indolyl)ethyl>piperazine

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 65 deg C, 12 h

2: 1.) LDA / 1.) THF, -70 deg C, 1 h, 2.) THF, a) -70 deg C, 30 min, b) RT, 18 h

3: 75 percent / NaOH / methanol / 2 h / Heating

4: 70 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 20 h / Ambient temperature

5: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 65 deg C, 12 h

6: 82 percent / trifluoroacetic acid / 0.75 h / Ambient temperature

7: 72 percent / AlH₃ / tetrahydrofuran / 12 h / Ambient temperature

With aluminium hydride; sodium hydroxide; sodium hydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1248/cpb.47.621

Reference yield:

: 144219-62-5
1-benzenesulfonyl-3-ethyl-2-methyl-4-oxo-1H-4,5,6,7-tetrahydroindole

: 235425-86-2
N-<β-(1-benzenesulfonyl-3-ethyl-2-methyl-4-hydroxy-4,5,6,7-tetrahydro-5-indolyl)ethyl>piperazine

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LDA / 1.) THF, -70 deg C, 1 h, 2.) THF, a) -70 deg C, 30 min, b) RT, 18 h

2: 75 percent / NaOH / methanol / 2 h / Heating

3: 70 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 20 h / Ambient temperature

4: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 65 deg C, 12 h

5: 82 percent / trifluoroacetic acid / 0.75 h / Ambient temperature

6: 72 percent / AlH₃ / tetrahydrofuran / 12 h / Ambient temperature

With aluminium hydride; sodium hydroxide; sodium hydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1248/cpb.47.621