6-methyl-9-(1-methylethyl)bicyclo[4.3.0]nona-2,9-diene-1-carbonyl(dimethyl)phenylsilane

Base Information

Chemical Name:6-methyl-9-(1-methylethyl)bicyclo[4.3.0]nona-2,9-diene-1-carbonyl(dimethyl)phenylsilane
CAS No.:286365-99-9
Molecular Formula:C₂₂H₃₀OSi
Molecular Weight:338.565
Hs Code.:

Synonyms:6-methyl-9-(1-methylethyl)bicyclo[4.3.0]nona-2,9-diene-1-carbonyl(dimethyl)phenylsilane

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Chemical Property of 6-methyl-9-(1-methylethyl)bicyclo[4.3.0]nona-2,9-diene-1-carbonyl(dimethyl)phenylsilane

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Technology Process of 6-methyl-9-(1-methylethyl)bicyclo[4.3.0]nona-2,9-diene-1-carbonyl(dimethyl)phenylsilane

There total 4 articles about 6-methyl-9-(1-methylethyl)bicyclo[4.3.0]nona-2,9-diene-1-carbonyl(dimethyl)phenylsilane 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: 46.0%

: (dimethyl-phenyl-silanyl)-(3-isopropyl-7a-methyl-2,6,7,7a-tetrahydro-1H-inden-5-yl)-methanol

: 286365-99-9
6-methyl-9-(1-methylethyl)bicyclo[4.3.0]nona-2,9-diene-1-carbonyl(dimethyl)phenylsilane

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; In dichloromethane; at 20 ℃; for 0.0833333h;
DOI:10.1021/ol0059753

Reference yield:

: 180609-23-8
6-methyl-9-(1-methylathyl)bicyclo[4.3.0]nona-2,9-diene-3-carboaldehyde

: 286365-99-9
6-methyl-9-(1-methylethyl)bicyclo[4.3.0]nona-2,9-diene-1-carbonyl(dimethyl)phenylsilane

Guidance literature:: Multi-step reaction with 2 steps

1: 47 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -80 °C

2: 46 percent / n-Pr₄NRuO₄; NMO / CH₂Cl₂ / 0.08 h / 20 °C

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; 1: Silylation / 2: Oxidation;
DOI:10.1021/ol0059753

Reference yield:

: 3-isopropyl-7a-methyl-1,2,3,6,7,7a-hexahydro-inden-5-one

: 286365-99-9
6-methyl-9-(1-methylethyl)bicyclo[4.3.0]nona-2,9-diene-1-carbonyl(dimethyl)phenylsilane

Guidance literature:: Multi-step reaction with 4 steps

1.1: ZnI₂ / benzene / 1 h / 20 °C

1.2: 65 percent / POCl₃; pyridine / benzene / 1 h / 20 °C

2.1: DIBAL / hexane; diethyl ether / 1 h / cooling

2.2: 76 percent / (COOH)2 / tetrahydrofuran; H₂O / 0.5 h / 20 °C / cooling

3.1: 47 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -80 °C

4.1: 46 percent / n-Pr₄NRuO₄; NMO / CH₂Cl₂ / 0.08 h / 20 °C

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; diisobutylaluminium hydride; zinc(II) iodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; benzene; 1.1: Addition / 1.2: Elimination / 2.1: Reduction / 2.2: Hydrolysis / 3.1: Silylation / 4.1: Oxidation;
DOI:10.1021/ol0059753