5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-(3,4,5-trimethylphenyl)-1H-indole

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Chemical Name:5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-(3,4,5-trimethylphenyl)-1H-indole
CAS No.:357193-14-7
Molecular Formula:C₃₇H₄₄N₂O₂
Molecular Weight:548.769
Hs Code.:

Synonyms:5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-(3,4,5-trimethylphenyl)-1H-indole

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Chemical Property of 5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-(3,4,5-trimethylphenyl)-1H-indole

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Technology Process of 5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-(3,4,5-trimethylphenyl)-1H-indole

There total 13 articles about 5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-(3,4,5-trimethylphenyl)-1H-indole 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: 96.0%

: 357193-13-6
4,4,5,5-tetramethyl-2-(3,4,5-trimethylphenyl)[1,3,2]dioxaborolane

: 357193-12-5
5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-iodo-1H-indole

: 357193-14-7
5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-(3,4,5-trimethylphenyl)-1H-indole

Guidance literature:: With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In ethanol; toluene; at 80 ℃; for 15h;
DOI:10.1016/S0040-4020(01)00367-2

Reference yield:

: 83397-45-9
ethyl 2-methyl-2-(4-nitrophenyl)propanoate

: 357193-14-7
5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-(3,4,5-trimethylphenyl)-1H-indole

Guidance literature:: Multi-step reaction with 7 steps

1.1: 97 percent / NaOH / methanol / 4 h / 60 °C

2.1: (COCl)2; DMF / toluene / 80 °C

2.2: 96 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

3.1: 100 percent / H₂ / 10 percent Pd/C / ethanol / 1 h / 20 °C / 2327.17 Torr

4.1: 97 percent / CaCO₃; ICl / methanol; H₂O / 0.5 h / 20 °C

5.1: 72 percent / K₂CO₃; LiCl; PPh₃ / Pd(OAc)2 / dimethylformamide / 16 h / 100 °C

6.1: 92 percent / AgBF₄; ICl / methanol; tetrahydrofuran / 0.25 h / 0 °C

7.1: 96 percent / 2M Na₂CO₃ / (dppf)PdCl₂*CH₂Cl₂ / toluene; ethanol / 15 h / 80 °C

With sodium hydroxide; silver tetrafluoroborate; oxalyl dichloride; hydrogen; Iodine monochloride; sodium carbonate; potassium carbonate; N,N-dimethyl-formamide; triphenylphosphine; calcium carbonate; lithium chloride; palladium diacetate; palladium on activated charcoal; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; toluene; 5.1: Larock reaction;
DOI:10.1016/S0040-4020(01)00367-2

Reference yield:

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 357193-14-7
5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-(3,4,5-trimethylphenyl)-1H-indole

Guidance literature:: Multi-step reaction with 8 steps

1.1: 74 percent / CF₃SO₃H / cyclohexane; CCl₄ / 16 h / 20 °C

2.1: 89 percent / LiAlH₄ / tetrahydrofuran / 4 h / 20 °C

3.1: oxalyl chloride; DMSO; i-Pr₂NEt / CH₂Cl₂ / -78 - -15 °C

4.1: 46.54 g / PPh₃ / CH₂Cl₂ / 0 - 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

5.2: 94 percent / tetrahydrofuran; hexane / 1 h / 0 - 10 °C

6.1: 72 percent / K₂CO₃; LiCl; PPh₃ / Pd(OAc)2 / dimethylformamide / 16 h / 100 °C

7.1: 92 percent / AgBF₄; ICl / methanol; tetrahydrofuran / 0.25 h / 0 °C

8.1: 96 percent / 2M Na₂CO₃ / (dppf)PdCl₂*CH₂Cl₂ / toluene; ethanol / 15 h / 80 °C

With lithium aluminium tetrahydride; silver tetrafluoroborate; n-butyllithium; oxalyl dichloride; trifluorormethanesulfonic acid; Iodine monochloride; sodium carbonate; potassium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; palladium diacetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; toluene; 3.1: Swern-Moffat oxidation / 6.1: Larock reaction;
DOI:10.1016/S0040-4020(01)00367-2