2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-phenyl)-1,3,4,6,9,9a-hexahydro-2H-quinolizine

Base Information

Chemical Name:2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-phenyl)-1,3,4,6,9,9a-hexahydro-2H-quinolizine
CAS No.:916151-84-3
Molecular Formula:C₂₃H₃₇NO₃Si
Molecular Weight:403.637
Hs Code.:

2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-phenyl)-1,3,4,6,9,9a-hexahydro-2<i>H</i>-quinolizine

Synonyms:2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-phenyl)-1,3,4,6,9,9a-hexahydro-2H-quinolizine

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Chemical Property of 2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-phenyl)-1,3,4,6,9,9a-hexahydro-2H-quinolizine

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Technology Process of 2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-phenyl)-1,3,4,6,9,9a-hexahydro-2H-quinolizine

There total 14 articles about 2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-phenyl)-1,3,4,6,9,9a-hexahydro-2H-quinolizine 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: 92.0%

: 916151-76-3
1,2-diallyl-4-(tert-butyl-dimethyl-silanyloxy)-6-(3,4-dimethoxy-phenyl)-piperidine

: 916151-84-3
2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-phenyl)-1,3,4,6,9,9a-hexahydro-2H-quinolizine

Guidance literature:: Grubbs catalyst first generation; In dichloromethane; at 40 ℃; for 4h;
DOI:10.1016/j.tetlet.2006.08.137

Reference yield:

: 1026390-27-1
N-[1-(3,4-dimethoxy-phenyl)-3-oxo-propyl]-4-methyl-benzenesulfonamide

: 916151-84-3
2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-phenyl)-1,3,4,6,9,9a-hexahydro-2H-quinolizine

Guidance literature:: Multi-step reaction with 9 steps

1: 1.59 g / toluene / 3 h / -78 °C

2: imidazole / dimethylformamide / 20 °C

3: K₂CO₃; K₃Fe(CN)6; K₂OsO₂(OH)4 / H₂O; 2-methyl-propan-2-ol / 24 h / 20 °C

4: NaIO₄ / tetrahydrofuran; CH₂Cl₂

5: 1.01 g / toluene / 4 h / -78 °C

6: 43 percent / NaH; TsIm / tetrahydrofuran / 20 °C

7: sodium naphthalenide / 1,2-dimethoxy-ethane / -78 °C

8: 337 mg / K₂CO₃ / acetone / 20 °C

9: 92 percent / Grubbs' catalyst / CH₂Cl₂ / 4 h / 40 °C

With 1H-imidazole; sodium periodate; potassium dioxotetrahydroxoosmate(VI); sodium naphthalenide; sodium hydride; potassium carbonate; 1-(Trimethylsilyl)imidazole; potassium hexacyanoferrate(III); Grubbs catalyst first generation; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2006.08.137

Reference yield:

: 916151-79-6
N-[1-(3,4-dimethoxy-phenyl)-3-hydroxy-propyl]-4-methyl-benzenesulfonamide

: 916151-84-3
2-(tert-butyl-dimethyl-silanyloxy)-4-(3,4-dimethoxy-phenyl)-1,3,4,6,9,9a-hexahydro-2H-quinolizine

Guidance literature:: Multi-step reaction with 10 steps

1: Dess-Martin periodinane / CH₂Cl₂ / 2.5 h / 20 °C

2: 1.59 g / toluene / 3 h / -78 °C

3: imidazole / dimethylformamide / 20 °C

4: K₂CO₃; K₃Fe(CN)6; K₂OsO₂(OH)4 / H₂O; 2-methyl-propan-2-ol / 24 h / 20 °C

5: NaIO₄ / tetrahydrofuran; CH₂Cl₂

6: 1.01 g / toluene / 4 h / -78 °C

7: 43 percent / NaH; TsIm / tetrahydrofuran / 20 °C

8: sodium naphthalenide / 1,2-dimethoxy-ethane / -78 °C

9: 337 mg / K₂CO₃ / acetone / 20 °C

10: 92 percent / Grubbs' catalyst / CH₂Cl₂ / 4 h / 40 °C

With 1H-imidazole; sodium periodate; potassium dioxotetrahydroxoosmate(VI); sodium naphthalenide; sodium hydride; potassium carbonate; Dess-Martin periodane; 1-(Trimethylsilyl)imidazole; potassium hexacyanoferrate(III); Grubbs catalyst first generation; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2006.08.137