(E)-3-{2-[(Z)-6-(tert-Butyl-dimethyl-silanyloxy)-hex-3-enyl]-4-methoxy-phenyl}-acrylic acid ethyl ester

Base Information

Chemical Name:(E)-3-{2-[(Z)-6-(tert-Butyl-dimethyl-silanyloxy)-hex-3-enyl]-4-methoxy-phenyl}-acrylic acid ethyl ester
CAS No.:714966-74-2
Molecular Formula:C₂₄H₃₈O₄Si
Molecular Weight:418.649
Hs Code.:

Synonyms:(E)-3-{2-[(Z)-6-(tert-Butyl-dimethyl-silanyloxy)-hex-3-enyl]-4-methoxy-phenyl}-acrylic acid ethyl ester

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Chemical Property of (E)-3-{2-[(Z)-6-(tert-Butyl-dimethyl-silanyloxy)-hex-3-enyl]-4-methoxy-phenyl}-acrylic acid ethyl ester

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Technology Process of (E)-3-{2-[(Z)-6-(tert-Butyl-dimethyl-silanyloxy)-hex-3-enyl]-4-methoxy-phenyl}-acrylic acid ethyl ester

There total 2 articles about (E)-3-{2-[(Z)-6-(tert-Butyl-dimethyl-silanyloxy)-hex-3-enyl]-4-methoxy-phenyl}-acrylic 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: 92.0%

: 88157-27-1
(3-((tert-butyldimetylisilyl)oxy)propyl)triphenylphosphonium iodide

: 714966-73-1
(E)-3-[4-Methoxy-2-(3-oxo-propyl)-phenyl]-acrylic acid ethyl ester

: 714966-74-2
(E)-3-{2-[(Z)-6-(tert-Butyl-dimethyl-silanyloxy)-hex-3-enyl]-4-methoxy-phenyl}-acrylic acid ethyl ester

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran;
DOI:10.1016/j.tetlet.2004.03.166

Reference yield:

: 714966-72-0
(E)-3-(2-Iodo-4-methoxy-phenyl)-acrylic acid ethyl ester

: 714966-74-2
(E)-3-{2-[(Z)-6-(tert-Butyl-dimethyl-silanyloxy)-hex-3-enyl]-4-methoxy-phenyl}-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / Pd(OAc)2; n-Bu₄NCl / dimethylformamide

2: 92 percent / KHMDS / tetrahydrofuran

With palladium diacetate; tetrabutyl-ammonium chloride; potassium hexamethylsilazane; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Heck reaction / 2: Wittig reaction;
DOI:10.1016/j.tetlet.2004.03.166

Reference yield:

: 714966-74-2
(E)-3-{2-[(Z)-6-(tert-Butyl-dimethyl-silanyloxy)-hex-3-enyl]-4-methoxy-phenyl}-acrylic acid ethyl ester

: 2-((Z)-6-Iodo-hex-3-enyl)-4-methoxy-1-[(1S,2S)-2-((E)-2-methoxy-1-methyl-vinyl)-cyclopropyl]-benzene

Guidance literature:: Multi-step reaction with 8 steps

1.1: 82 percent / DIBAL-H / CH₂Cl₂

2.1: 70 percent / Et₂Zn

3.1: 84 percent / PDC

4.1: Dess-Martin periodinane

5.1: LDA / tetrahydrofuran

5.2: 90 percent / NaH / tetrahydrofuran

6.1: 98 percent / TBAF / tetrahydrofuran

7.1: 80 percent / I₂; imidazole; PPh₃

With 1H-imidazole; dipyridinium dichromate; tetrabutyl ammonium fluoride; iodine; diethylzinc; diisobutylaluminium hydride; Dess-Martin periodane; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 2.1: Simmons-Smith cyclopropanation / 5.1: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2004.03.166