Dimethyl-[1-methyl-3-((E)-2-phenylsulfanyl-vinyl)-cyclohex-3-enyl]-phenyl-silane

Base Information

Chemical Name:Dimethyl-[1-methyl-3-((E)-2-phenylsulfanyl-vinyl)-cyclohex-3-enyl]-phenyl-silane
CAS No.:245657-04-9
Molecular Formula:C₂₃H₂₈SSi
Molecular Weight:364.627
Hs Code.:

Synonyms:Dimethyl-[1-methyl-3-((E)-2-phenylsulfanyl-vinyl)-cyclohex-3-enyl]-phenyl-silane

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Chemical Property of Dimethyl-[1-methyl-3-((E)-2-phenylsulfanyl-vinyl)-cyclohex-3-enyl]-phenyl-silane

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Technology Process of Dimethyl-[1-methyl-3-((E)-2-phenylsulfanyl-vinyl)-cyclohex-3-enyl]-phenyl-silane

There total 6 articles about Dimethyl-[1-methyl-3-((E)-2-phenylsulfanyl-vinyl)-cyclohex-3-enyl]-phenyl-silane 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: 77.0%

: 34884-33-8,91076-05-0
(phenylthio)-methylenetriphenylphosphorane

: 245657-65-2
5-(Dimethyl-phenyl-silanyl)-5-methyl-cyclohex-1-enecarbaldehyde

: 245657-04-9
Dimethyl-[1-methyl-3-((E)-2-phenylsulfanyl-vinyl)-cyclohex-3-enyl]-phenyl-silane

Guidance literature:: In tetrahydrofuran; at 25 ℃; for 0.5h;
DOI:10.1039/CC9960000225

Reference yield:

: 67263-00-7
3-(dimethyl(phenyl)silyl)-3-methylcyclohexanone

: 245657-04-9
Dimethyl-[1-methyl-3-((E)-2-phenylsulfanyl-vinyl)-cyclohex-3-enyl]-phenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

1.2: 94 percent / tetrahydrofuran / -78 - 0 °C

2.1: 93 percent / LiCl / Pd(PPh₃)4 / dimethylformamide / 1 h / 70 °C

3.1: 92 percent / AD-mix-β / 2-methyl-propan-2-ol; H2O / 12 h / 0 °C

4.1: 87 percent / NaIO₄ / tetrahydrofuran; H₂O / 1.5 h / 25 °C

5.1: 77 percent / tetrahydrofuran / 1 h / 25 °C

With sodium periodate; AD-mix-β; lithium chloride; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1.1: Metallation / 1.2: Substitution / 2.1: Substitution / 3.1: Sharpless asymmetric dihydroxylation / 4.1: Oxidative cleavage / 5.1: Wittig reaction;
DOI:10.1021/jo990648y

Reference yield:

: 245657-53-8
Trifluoro-methanesulfonic acid 5-(dimethyl-phenyl-silanyl)-5-methyl-cyclohex-1-enyl ester

: 245657-04-9
Dimethyl-[1-methyl-3-((E)-2-phenylsulfanyl-vinyl)-cyclohex-3-enyl]-phenyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / LiCl / Pd(PPh₃)4 / dimethylformamide / 1 h / 70 °C

2: 92 percent / AD-mix-β / 2-methyl-propan-2-ol; H2O / 12 h / 0 °C

3: 87 percent / NaIO₄ / tetrahydrofuran; H₂O / 1.5 h / 25 °C

4: 77 percent / tetrahydrofuran / 1 h / 25 °C

With sodium periodate; AD-mix-β; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Substitution / 2: Sharpless asymmetric dihydroxylation / 3: Oxidative cleavage / 4: Wittig reaction;
DOI:10.1021/jo990648y