N-(1-benzenesulfonyl-3-ethyl-2-methyl-4,5,6,7-tetrahydro-5-indolylethyl)-4-(p-fluorobenzoyl)piperidine, ethylene ketal

Base Information

Chemical Name:N-(1-benzenesulfonyl-3-ethyl-2-methyl-4,5,6,7-tetrahydro-5-indolylethyl)-4-(p-fluorobenzoyl)piperidine, ethylene ketal
CAS No.:235426-02-5
Molecular Formula:C₃₃H₄₁FN₂O₄S
Molecular Weight:580.764
Hs Code.:

Synonyms:N-(1-benzenesulfonyl-3-ethyl-2-methyl-4,5,6,7-tetrahydro-5-indolylethyl)-4-(p-fluorobenzoyl)piperidine, ethylene ketal

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Chemical Property of N-(1-benzenesulfonyl-3-ethyl-2-methyl-4,5,6,7-tetrahydro-5-indolylethyl)-4-(p-fluorobenzoyl)piperidine, ethylene ketal

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Technology Process of N-(1-benzenesulfonyl-3-ethyl-2-methyl-4,5,6,7-tetrahydro-5-indolylethyl)-4-(p-fluorobenzoyl)piperidine, ethylene ketal

There total 13 articles about N-(1-benzenesulfonyl-3-ethyl-2-methyl-4,5,6,7-tetrahydro-5-indolylethyl)-4-(p-fluorobenzoyl)piperidine, ethylene ketal 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: 70.0%

: 235426-07-0
N-(1-benzenesulfonyl-3-ethyl-2-methyl-4-oxo-4,5,6,7-tetrahydro-5-indolylacetyl)-4-(p-fluorobenzoyl)piperidine, bis ethylene ketal

: 235426-02-5
N-(1-benzenesulfonyl-3-ethyl-2-methyl-4,5,6,7-tetrahydro-5-indolylethyl)-4-(p-fluorobenzoyl)piperidine, ethylene ketal

Guidance literature:: With aluminium hydride; In tetrahydrofuran; for 15h; Ambient temperature;
DOI:10.1248/cpb.47.621

Reference yield:

: 504-02-9
1,3-cylohexanedione

: 235426-02-5
N-(1-benzenesulfonyl-3-ethyl-2-methyl-4,5,6,7-tetrahydro-5-indolylethyl)-4-(p-fluorobenzoyl)piperidine, ethylene ketal

Guidance literature:: Multi-step reaction with 8 steps

1: 60 percent / Zn, 70 percent AcOH / 45 h / Heating

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

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

4: 75 percent / NaOH / methanol / 2 h / Heating

5: 85 percent / 1-hydroxybenzotriazole, N,N-dicyclohexylcarbodiimide / dimethylformamide / 16 h / Ambient temperature

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

7: pyridinium tosylate / toluene / 200 h / Heating

8: 70 percent / AlH₃ / tetrahydrofuran / 15 h / Ambient temperature

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

Reference yield:

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

: 235426-02-5
N-(1-benzenesulfonyl-3-ethyl-2-methyl-4,5,6,7-tetrahydro-5-indolylethyl)-4-(p-fluorobenzoyl)piperidine, ethylene ketal

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: 85 percent / 1-hydroxybenzotriazole, N,N-dicyclohexylcarbodiimide / dimethylformamide / 16 h / Ambient temperature

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

6: pyridinium tosylate / toluene / 200 h / Heating

7: 70 percent / AlH₃ / tetrahydrofuran / 15 h / Ambient temperature

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