4-{3-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclohexa-1,5-dienyl}-butyric acid ethyl ester

Base Information

Chemical Name:4-{3-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclohexa-1,5-dienyl}-butyric acid ethyl ester
CAS No.:943448-09-7
Molecular Formula:C₂₀H₃₆O₃Si
Molecular Weight:352.59
Hs Code.:

Synonyms:4-{3-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclohexa-1,5-dienyl}-butyric acid ethyl ester

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Chemical Property of 4-{3-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclohexa-1,5-dienyl}-butyric acid ethyl ester

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Technology Process of 4-{3-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclohexa-1,5-dienyl}-butyric acid ethyl ester

There total 4 articles about 4-{3-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclohexa-1,5-dienyl}-butyric acid ethyl ester 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: 76.0%

: 943448-08-6
trifluoro-methanesulfonic acid 3-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclohexa-1,5-dienyl ester

: 151073-69-7
(4-ethoxy-4-oxobutyl)zinc(II) bromide

: 943448-09-7
4-{3-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclohexa-1,5-dienyl}-butyric acid ethyl ester

Guidance literature:: With 1,1'-bis-(diphenylphosphino)ferrocene; tetra-(n-butyl)ammonium iodide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 70 ℃; for 2h;
DOI:10.1021/ol070397c

Reference yield:

: 943448-06-4
C₁₇H₃₆O₂Si₂

: 943448-09-7
4-{3-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclohexa-1,5-dienyl}-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 13.1 g / diallyl carbonate / Pd₂(dba)3 / acetonitrile / 12 h / 20 °C

2.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 79 percent / tetrahydrofuran; hexane / 2 h / 0 °C

3.1: 76 percent / tetrabutylammonium iodide; dppf / Pd₂(dba)3 / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 2 h / 70 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; diallylcarbonate; tetra-(n-butyl)ammonium iodide; lithium diisopropyl amide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; hexane; acetonitrile; 3.1: Negishi coupling;
DOI:10.1021/ol070397c

Reference yield:

: 943448-07-5
5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclohex-2-en-1-one

: 943448-09-7
4-{3-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclohexa-1,5-dienyl}-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 79 percent / tetrahydrofuran; hexane / 2 h / 0 °C

2.1: 76 percent / tetrabutylammonium iodide; dppf / Pd₂(dba)3 / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 2 h / 70 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; tetra-(n-butyl)ammonium iodide; lithium diisopropyl amide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; hexane; 2.1: Negishi coupling;
DOI:10.1021/ol070397c