tert-butyl (E)-3-{2'-[(E)-2-(tert-butyldimethylsilyl)vinyl]cyclohex-1'-enyl}acrylate

Base Information

Chemical Name:tert-butyl (E)-3-{2'-[(E)-2-(tert-butyldimethylsilyl)vinyl]cyclohex-1'-enyl}acrylate
CAS No.:952156-32-0
Molecular Formula:C₂₁H₃₆O₂Si
Molecular Weight:348.601
Hs Code.:

Synonyms:tert-butyl (E)-3-{2'-[(E)-2-(tert-butyldimethylsilyl)vinyl]cyclohex-1'-enyl}acrylate

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Chemical Property of tert-butyl (E)-3-{2'-[(E)-2-(tert-butyldimethylsilyl)vinyl]cyclohex-1'-enyl}acrylate

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Technology Process of tert-butyl (E)-3-{2'-[(E)-2-(tert-butyldimethylsilyl)vinyl]cyclohex-1'-enyl}acrylate

There total 3 articles about tert-butyl (E)-3-{2'-[(E)-2-(tert-butyldimethylsilyl)vinyl]cyclohex-1'-enyl}acrylate 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: 78.0%

: 952156-26-2
[(E)-2-(2-bromocyclohex-1-enyl)vinyl]tert-butyldimethylsilane

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 952156-32-0
tert-butyl (E)-3-{2'-[(E)-2-(tert-butyldimethylsilyl)vinyl]cyclohex-1'-enyl}acrylate

Guidance literature:: With triethylamine; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 90 ℃; for 14h;
DOI:10.1002/ejoc.200700201

Reference yield:

: 1056477-06-5,822-85-5
2-bromocyclohexanone

: 952156-32-0
tert-butyl (E)-3-{2'-[(E)-2-(tert-butyldimethylsilyl)vinyl]cyclohex-1'-enyl}acrylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium bis(trimethylsilyl)amide / diethyl ether / 0.5 h / -78 °C

1.2: 94 percent / diethyl ether / 24 h / -78 - 22 °C

2.1: 80 percent / LiCl / tetrakis(triphenylphosphane)palladium / dimethylformamide / 12 h / 90 °C

3.1: 78 percent / PPh₃; NEt₃ / Pd(OAc)2 / dimethylformamide / 14 h / 90 °C

With potassium hexamethylsilazane; triethylamine; triphenylphosphine; lithium chloride; palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; N,N-dimethyl-formamide; 2.1: Stille coupling / 3.1: Heck reaction;
DOI:10.1002/ejoc.200700201

Reference yield:

: 213340-08-0
1-bromo-2-trifluoromethanesulfonyloxycyclohexene

: 952156-32-0
tert-butyl (E)-3-{2'-[(E)-2-(tert-butyldimethylsilyl)vinyl]cyclohex-1'-enyl}acrylate

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / LiCl / tetrakis(triphenylphosphane)palladium / dimethylformamide / 12 h / 90 °C

2: 78 percent / PPh₃; NEt₃ / Pd(OAc)2 / dimethylformamide / 14 h / 90 °C

With triethylamine; triphenylphosphine; lithium chloride; palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; 1: Stille coupling / 2: Heck reaction;
DOI:10.1002/ejoc.200700201