(1E,7E,9E)-1-(4-methoxyphenyl)-4,4,9-trimethyl-12-(trimethylsilyl)dodeca-1,7,9-trien-11-yn-3-yl acetate

Base Information

Chemical Name:(1E,7E,9E)-1-(4-methoxyphenyl)-4,4,9-trimethyl-12-(trimethylsilyl)dodeca-1,7,9-trien-11-yn-3-yl acetate
CAS No.:1309113-49-2
Molecular Formula:C₂₇H₃₈O₃Si
Molecular Weight:438.682
Hs Code.:

Synonyms:(1E,7E,9E)-1-(4-methoxyphenyl)-4,4,9-trimethyl-12-(trimethylsilyl)dodeca-1,7,9-trien-11-yn-3-yl acetate

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Chemical Property of (1E,7E,9E)-1-(4-methoxyphenyl)-4,4,9-trimethyl-12-(trimethylsilyl)dodeca-1,7,9-trien-11-yn-3-yl acetate

Chemical Property:

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Technology Process of (1E,7E,9E)-1-(4-methoxyphenyl)-4,4,9-trimethyl-12-(trimethylsilyl)dodeca-1,7,9-trien-11-yn-3-yl acetate

There total 8 articles about (1E,7E,9E)-1-(4-methoxyphenyl)-4,4,9-trimethyl-12-(trimethylsilyl)dodeca-1,7,9-trien-11-yn-3-yl acetate 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: 62.0%

: 854490-31-6
(E)-diethyl (2-methyl-5-(trimethylsilyl)pent-2-en-4-yn-1-yl)phosphonate

: 1309113-48-1
(E)-1-(4-methoxyphenyl)-4,4-dimethyl-7-oxohept-1-en-3-yl acetate

: 1309113-49-2
(1E,7E,9E)-1-(4-methoxyphenyl)-4,4,9-trimethyl-12-(trimethylsilyl)dodeca-1,7,9-trien-11-yn-3-yl acetate

Guidance literature:: (E)-diethyl (2-methyl-5-(trimethylsilyl)pent-2-en-4-yn-1-yl)phosphonate; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

(E)-1-(4-methoxyphenyl)-4,4-dimethyl-7-oxohept-1-en-3-yl acetate; In tetrahydrofuran; for 0.5h; Inert atmosphere;
DOI:10.1002/anie.201006880

Reference yield:

: 1309113-42-5
(E)-1-(4-methoxyphenyl)-4,4-dimethyl-7-[(triisopropylsilyl)oxy]hept-2-en-1-ol

: 1309113-49-2
(1E,7E,9E)-1-(4-methoxyphenyl)-4,4,9-trimethyl-12-(trimethylsilyl)dodeca-1,7,9-trien-11-yn-3-yl acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C

3.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

4.2: 0.5 h / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; Dess-Martin periodane; triethylamine; In tetrahydrofuran; dichloromethane; 4.1: Horner-Wadsworth-Emmons olefination / 4.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1002/anie.201006880

Reference yield:

: 1309113-45-8
(E)-1-(4-methoxyphenyl)-4,4-dimethyl-7-[(triisopropylsilyl)oxy]hept-1-en-3-yl acetate

: 1309113-49-2
(1E,7E,9E)-1-(4-methoxyphenyl)-4,4,9-trimethyl-12-(trimethylsilyl)dodeca-1,7,9-trien-11-yn-3-yl acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C

2.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: 0.5 h / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 3.1: Horner-Wadsworth-Emmons olefination / 3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1002/anie.201006880