1-((1E,3Z)-7-Hydroxy-3-methyl-hepta-1,3-dienyl)-2,2,4-trimethyl-3-[2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-cyclohex-3-enol

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Chemical Name:1-((1E,3Z)-7-Hydroxy-3-methyl-hepta-1,3-dienyl)-2,2,4-trimethyl-3-[2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-cyclohex-3-enol
CAS No.:171012-28-5
Molecular Formula:C₂₅H₄₆O₄Si
Molecular Weight:438.723
Hs Code.:

Synonyms:1-((1E,3Z)-7-Hydroxy-3-methyl-hepta-1,3-dienyl)-2,2,4-trimethyl-3-[2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-cyclohex-3-enol

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Chemical Property of 1-((1E,3Z)-7-Hydroxy-3-methyl-hepta-1,3-dienyl)-2,2,4-trimethyl-3-[2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-cyclohex-3-enol

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Technology Process of 1-((1E,3Z)-7-Hydroxy-3-methyl-hepta-1,3-dienyl)-2,2,4-trimethyl-3-[2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-cyclohex-3-enol

There total 6 articles about 1-((1E,3Z)-7-Hydroxy-3-methyl-hepta-1,3-dienyl)-2,2,4-trimethyl-3-[2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-cyclohex-3-enol 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%

: 171012-38-7
1-[(Z)-7-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-hept-3-en-1-ynyl]-2,2,4-trimethyl-3-[2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-cyclohex-3-enol

: 171012-28-5
1-((1E,3Z)-7-Hydroxy-3-methyl-hepta-1,3-dienyl)-2,2,4-trimethyl-3-[2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-cyclohex-3-enol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 45 ℃; for 6h;
DOI:10.1021/jo00127a028

Reference yield:

: 6153-05-5,105-29-3
(Z)-3-methylpent-2-en-4-ynol

: 171012-28-5
1-((1E,3Z)-7-Hydroxy-3-methyl-hepta-1,3-dienyl)-2,2,4-trimethyl-3-[2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-cyclohex-3-enol

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / Ph₃P, NBS / CH₂Cl₂ / 3.5 h

2: 84 percent / LDA / tetrahydrofuran; hexane / 1.) -78 deg C, 1,5 h, 2.) -78 deg C, 10 h

3: LiAlH₄ / diethyl ether / Ambient temperature

4: 88 percent / imidazole / dimethylformamide / 12 h / 45 °C

5: 88 percent / n-BuLi, LiBr / hexane; tetrahydrofuran / 1.) -78 deg C, 1 h; -78 deg C to -40 deg C, 15 min, 2.) -78 deg C to 0 deg C, 12 h

6: 92 percent / LiAlH₄ / tetrahydrofuran / 6 h / 45 °C

With 1H-imidazole; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; triphenylphosphine; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00127a028

Reference yield:

: 85850-08-4
(Z)-1-bromo-3-methylpent-2-en-4-yne

: 171012-28-5
1-((1E,3Z)-7-Hydroxy-3-methyl-hepta-1,3-dienyl)-2,2,4-trimethyl-3-[2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-cyclohex-3-enol

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / LDA / tetrahydrofuran; hexane / 1.) -78 deg C, 1,5 h, 2.) -78 deg C, 10 h

2: LiAlH₄ / diethyl ether / Ambient temperature

3: 88 percent / imidazole / dimethylformamide / 12 h / 45 °C

4: 88 percent / n-BuLi, LiBr / hexane; tetrahydrofuran / 1.) -78 deg C, 1 h; -78 deg C to -40 deg C, 15 min, 2.) -78 deg C to 0 deg C, 12 h

5: 92 percent / LiAlH₄ / tetrahydrofuran / 6 h / 45 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo00127a028