2-allyl-4-(tert-butyl-dimethyl-silanyloxy)-6-(3,4-dimethoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidine

Base Information

Chemical Name:2-allyl-4-(tert-butyl-dimethyl-silanyloxy)-6-(3,4-dimethoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidine
CAS No.:916151-82-1
Molecular Formula:C₂₉H₄₃NO₅SSi
Molecular Weight:545.816
Hs Code.:

2-allyl-4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-6-(3,4-dimethoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidine

Synonyms:2-allyl-4-(tert-butyl-dimethyl-silanyloxy)-6-(3,4-dimethoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidine

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Chemical Property of 2-allyl-4-(tert-butyl-dimethyl-silanyloxy)-6-(3,4-dimethoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidine

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Technology Process of 2-allyl-4-(tert-butyl-dimethyl-silanyloxy)-6-(3,4-dimethoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidine

There total 12 articles about 2-allyl-4-(tert-butyl-dimethyl-silanyloxy)-6-(3,4-dimethoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidine 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: 43.0%

: 916151-78-5
N-[3-(tert-butyl-dimethyl-silanyloxy)-1-(3,4-dimethoxy-phenyl)-5-hydroxy-oct-7-enyl]-4-methyl-benzenesulfonamide

: 916151-82-1
2-allyl-4-(tert-butyl-dimethyl-silanyloxy)-6-(3,4-dimethoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidine

Guidance literature:: With sodium hydride; 1-(Trimethylsilyl)imidazole; In tetrahydrofuran; at 20 ℃;
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

: 916151-82-1
2-allyl-4-(tert-butyl-dimethyl-silanyloxy)-6-(3,4-dimethoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidine

Guidance literature:: Multi-step reaction with 6 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

With 1H-imidazole; sodium periodate; potassium dioxotetrahydroxoosmate(VI); sodium hydride; potassium carbonate; 1-(Trimethylsilyl)imidazole; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 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

: 916151-82-1
2-allyl-4-(tert-butyl-dimethyl-silanyloxy)-6-(3,4-dimethoxy-phenyl)-1-(toluene-4-sulfonyl)-piperidine

Guidance literature:: Multi-step reaction with 7 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

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