9-benzoyl-1-methyl-4-(trimethylsilylmethylene)-9-azabicyclo[3.3.1]nonane

Base Information

Chemical Name:9-benzoyl-1-methyl-4-(trimethylsilylmethylene)-9-azabicyclo[3.3.1]nonane
CAS No.:470669-27-3
Molecular Formula:C₂₀H₂₉NOSi
Molecular Weight:327.542
Hs Code.:

Synonyms:9-benzoyl-1-methyl-4-(trimethylsilylmethylene)-9-azabicyclo[3.3.1]nonane

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Chemical Property of 9-benzoyl-1-methyl-4-(trimethylsilylmethylene)-9-azabicyclo[3.3.1]nonane

Chemical Property:

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Technology Process of 9-benzoyl-1-methyl-4-(trimethylsilylmethylene)-9-azabicyclo[3.3.1]nonane

There total 10 articles about 9-benzoyl-1-methyl-4-(trimethylsilylmethylene)-9-azabicyclo[3.3.1]nonane 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: 95.0%

: 470669-25-1
(2-iodo-phenyl)-[2-methyl-2-(4-trimethylsilanyl-but-3-ynyl)-piperidin-1-yl]-methanone

: 470669-27-3
9-benzoyl-1-methyl-4-(trimethylsilylmethylene)-9-azabicyclo[3.3.1]nonane

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 2h; Heating;
DOI:10.1039/b203243k

Reference yield:

: 132910-79-3
(+/-) methyl N-tert-butyloxycarbonyl 2-piperidinecarboxylate

: 470669-27-3
9-benzoyl-1-methyl-4-(trimethylsilylmethylene)-9-azabicyclo[3.3.1]nonane

Guidance literature:: Multi-step reaction with 11 steps

1.1: LiN(SiMe₃)2 / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran

2.1: LiAlH₄ / diethyl ether

3.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂

4.1: BuLi / tetrahydrofuran

5.1: H₂ / 10 percent Pd/C / ethyl acetate / 5 kg/cm²

6.1: LiAlH₄ / diethyl ether

7.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂

8.1: PPh₃; t-BuOK / toluene

9.1: BuLi; TMEDA / tetrahydrofuran / -78 °C

9.2: tetrahydrofuran

10.1: Et₃N; DMAP / benzene

11.1: 95 percent / Bu₃SnH; AIBN / toluene / 2 h / Heating

With dmap; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); N,N,N,N,-tetramethylethylenediamine; potassium tert-butylate; hydrogen; tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; toluene; benzene; 3.1: Swern oxidation / 4.1: Horner-Emmons reaction / 7.1: Swern oxidation;
DOI:10.1039/b203243k

Reference yield:

: 470669-16-0
2-formyl-2-methyl-piperidine-1-carboxylic acid tert-butyl ester

: 470669-27-3
9-benzoyl-1-methyl-4-(trimethylsilylmethylene)-9-azabicyclo[3.3.1]nonane

Guidance literature:: Multi-step reaction with 8 steps

1.1: BuLi / tetrahydrofuran

2.1: H₂ / 10 percent Pd/C / ethyl acetate / 5 kg/cm²

3.1: LiAlH₄ / diethyl ether

4.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂

5.1: PPh₃; t-BuOK / toluene

6.1: BuLi; TMEDA / tetrahydrofuran / -78 °C

6.2: tetrahydrofuran

7.1: Et₃N; DMAP / benzene

8.1: 95 percent / Bu₃SnH; AIBN / toluene / 2 h / Heating

With dmap; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); N,N,N,N,-tetramethylethylenediamine; potassium tert-butylate; hydrogen; tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; toluene; benzene; 1.1: Horner-Emmons reaction / 4.1: Swern oxidation;
DOI:10.1039/b203243k