(E)-10-(tert-butyldimethylsilyloxy)-1-(2,5-dimethoxyphenyl)dec-6-en-1-yn-5-ol

Base Information

Chemical Name:(E)-10-(tert-butyldimethylsilyloxy)-1-(2,5-dimethoxyphenyl)dec-6-en-1-yn-5-ol
CAS No.:950206-07-2
Molecular Formula:C₂₄H₃₈O₄Si
Molecular Weight:418.649
Hs Code.:

Synonyms:(E)-10-(tert-butyldimethylsilyloxy)-1-(2,5-dimethoxyphenyl)dec-6-en-1-yn-5-ol

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Chemical Property of (E)-10-(tert-butyldimethylsilyloxy)-1-(2,5-dimethoxyphenyl)dec-6-en-1-yn-5-ol

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Technology Process of (E)-10-(tert-butyldimethylsilyloxy)-1-(2,5-dimethoxyphenyl)dec-6-en-1-yn-5-ol

There total 4 articles about (E)-10-(tert-butyldimethylsilyloxy)-1-(2,5-dimethoxyphenyl)dec-6-en-1-yn-5-ol 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: 85.0%

: 950205-92-2
5-(2,5-dimethoxyphenyl)pent-4-ynal

: 152630-32-5
(E)-tert-butyl((5-iodopent-4-en-1-yl)oxy)dimethylsilane

: 950206-07-2
(E)-10-(tert-butyldimethylsilyloxy)-1-(2,5-dimethoxyphenyl)dec-6-en-1-yn-5-ol

Guidance literature:: (E)-tert-butyl((5-iodopent-4-en-1-yl)oxy)dimethylsilane; With tert.-butyl lithium; In diethyl ether; pentane; at -78 - 0 ℃;

5-(2,5-dimethoxyphenyl)pent-4-ynal; In diethyl ether; pentane; for 0.333333h; Further stages.;
DOI:10.1021/jo0710432

Reference yield:

: 5390-04-5
pent-1-yn-5-ol

: 950206-07-2
(E)-10-(tert-butyldimethylsilyloxy)-1-(2,5-dimethoxyphenyl)dec-6-en-1-yn-5-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: CuI / Pd(PPh₃)4 / dimethylformamide / 80 °C

2.1: 95 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

3.1: t-BuLi / diethyl ether; pentane / -78 - 0 °C

3.2: 85 percent / diethyl ether; pentane / 0.33 h

With copper(l) iodide; oxalyl dichloride; tert.-butyl lithium; dimethyl sulfoxide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; pentane; 1.1: Sonogashira coupling / 2.1: Swern oxidation;
DOI:10.1021/jo0710432

Reference yield:

: 25245-34-5
1-bromo-2,5-dimethoxybenzene

: 950206-07-2
(E)-10-(tert-butyldimethylsilyloxy)-1-(2,5-dimethoxyphenyl)dec-6-en-1-yn-5-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: CuI / Pd(PPh₃)4 / dimethylformamide / 80 °C

2.1: 95 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

3.1: t-BuLi / diethyl ether; pentane / -78 - 0 °C

3.2: 85 percent / diethyl ether; pentane / 0.33 h

With copper(l) iodide; oxalyl dichloride; tert.-butyl lithium; dimethyl sulfoxide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; pentane; 1.1: Sonogashira coupling / 2.1: Swern oxidation;
DOI:10.1021/jo0710432