(E)-6-(tert-Butyl-dimethyl-silanyloxy)-2-(3-methyl-but-2-enyloxy)-2-phenylsulfanyl-hex-4-enenitrile

Base Information

Chemical Name:(E)-6-(tert-Butyl-dimethyl-silanyloxy)-2-(3-methyl-but-2-enyloxy)-2-phenylsulfanyl-hex-4-enenitrile
CAS No.:131934-75-3
Molecular Formula:C₂₃H₃₅NO₂SSi
Molecular Weight:417.688
Hs Code.:

Synonyms:(E)-6-(tert-Butyl-dimethyl-silanyloxy)-2-(3-methyl-but-2-enyloxy)-2-phenylsulfanyl-hex-4-enenitrile

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Chemical Property of (E)-6-(tert-Butyl-dimethyl-silanyloxy)-2-(3-methyl-but-2-enyloxy)-2-phenylsulfanyl-hex-4-enenitrile

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Technology Process of (E)-6-(tert-Butyl-dimethyl-silanyloxy)-2-(3-methyl-but-2-enyloxy)-2-phenylsulfanyl-hex-4-enenitrile

There total 5 articles about (E)-6-(tert-Butyl-dimethyl-silanyloxy)-2-(3-methyl-but-2-enyloxy)-2-phenylsulfanyl-hex-4-enenitrile 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: 85.0%

: 131934-74-2,131934-78-6
(E)-6-Hydroxy-2-(3-methyl-but-2-enyloxy)-2-phenylsulfanyl-hex-4-enenitrile

: 18162-48-6
tert-butyldimethylsilyl chloride

: 131934-75-3
(E)-6-(tert-Butyl-dimethyl-silanyloxy)-2-(3-methyl-but-2-enyloxy)-2-phenylsulfanyl-hex-4-enenitrile

Guidance literature:: With pyridine; 1H-imidazole; In dichloromethane;
DOI:10.1021/ja00003a049

Reference yield:

: 5219-61-4
(phenylthio)acetonitrile

: 131934-75-3
(E)-6-(tert-Butyl-dimethyl-silanyloxy)-2-(3-methyl-but-2-enyloxy)-2-phenylsulfanyl-hex-4-enenitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / sulfuryl chloride / CCl₄ / 0 °C

2: 66 percent / AgBF₄, NaF / acetonitrile / 60 °C

3: 68 percent / (Ph₃P)4Pd, dppp / tetrahydrofuran / 20 - 60 °C

4: 85 percent / imidazole, pyridine / CH₂Cl₂

With pyridine; 1H-imidazole; silver tetrafluoroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuryl dichloride; 1,3-bis-(diphenylphosphino)propane; sodium fluoride; In tetrahydrofuran; tetrachloromethane; dichloromethane; acetonitrile;
DOI:10.1021/ja00003a049

Reference yield:

: 97462-33-4
2-chloro-2-phenylthioacetonitrile

: 131934-75-3
(E)-6-(tert-Butyl-dimethyl-silanyloxy)-2-(3-methyl-but-2-enyloxy)-2-phenylsulfanyl-hex-4-enenitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / AgBF₄, NaF / acetonitrile / 60 °C

2: 68 percent / (Ph₃P)4Pd, dppp / tetrahydrofuran / 20 - 60 °C

3: 85 percent / imidazole, pyridine / CH₂Cl₂

With pyridine; 1H-imidazole; silver tetrafluoroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-bis-(diphenylphosphino)propane; sodium fluoride; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/ja00003a049