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

Base Information

Chemical Name:N-(1-benzenesulfonyl-3-ethyl-2-methyl-4-oxo-4,5,6,7-tetrahydro-5-indolylacetyl)-4-(p-fluorobenzoyl)piperidine, bis ethylene ketal
CAS No.:235426-07-0
Molecular Formula:C₃₅H₄₁FN₂O₇S
Molecular Weight:652.784
Hs Code.:

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

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

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

There total 12 articles about N-(1-benzenesulfonyl-3-ethyl-2-methyl-4-oxo-4,5,6,7-tetrahydro-5-indolylacetyl)-4-(p-fluorobenzoyl)piperidine, bis 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:

: 504-02-9
1,3-cylohexanedione

: 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

Guidance literature:: Multi-step reaction with 7 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

With sodium hydroxide; pyridinium p-toluenesulfonate; sodium hydride; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; zinc; lithium diisopropyl amide; In 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

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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 32818-79-4
2-(hydroxyimino)pentan-3-one

: 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

Guidance literature:: Multi-step reaction with 7 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

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