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

Base Information

Chemical Name:5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-(triethylsilyl)-1H-indole
CAS No.:357193-25-0
Molecular Formula:C₃₄H₄₈N₂O₂Si
Molecular Weight:544.853
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-(triethylsilyl)-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-(triethylsilyl)-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-(triethylsilyl)-1H-indole

There total 9 articles about 5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-(triethylsilyl)-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: 72.0%

: 246219-83-0
(S)-(4-benzyloxy-3-methylbut-1-ynyl)triethylsilane

: 357192-99-5
4-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-2-iodoaniline

: 357193-25-0
5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-(triethylsilyl)-1H-indole

Guidance literature:: With potassium carbonate; triphenylphosphine; lithium chloride; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃; for 16h;
DOI:10.1016/S0040-4020(01)00367-2

Reference yield:

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

: 357193-25-0
5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-(triethylsilyl)-1H-indole

Guidance literature:: Multi-step reaction with 5 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

With sodium hydroxide; oxalyl dichloride; hydrogen; Iodine monochloride; potassium carbonate; N,N-dimethyl-formamide; triphenylphosphine; calcium carbonate; lithium chloride; palladium diacetate; palladium on activated charcoal; In 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

: 357193-25-0
5-[2-(7-azabicyclo[2.2.1]hept-7-yl)-1,1-dimethyl-2-oxoethyl]-3-[(1S)-2-(benzyloxy)-1-methylethyl]-2-(triethylsilyl)-1H-indole

Guidance literature:: Multi-step reaction with 6 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

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; trifluorormethanesulfonic acid; potassium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; palladium diacetate; In tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; 3.1: Swern-Moffat oxidation / 6.1: Larock reaction;
DOI:10.1016/S0040-4020(01)00367-2