12-(tert-butyldiphenylsilanyloxy)-6-methoxymethoxydodeca-(2Z,4E,10Z)-trien-1-ol

Base Information

Chemical Name:12-(tert-butyldiphenylsilanyloxy)-6-methoxymethoxydodeca-(2Z,4E,10Z)-trien-1-ol
CAS No.:524956-55-6
Molecular Formula:C₃₀H₄₂O₄Si
Molecular Weight:494.747
Hs Code.:

Synonyms:12-(tert-butyldiphenylsilanyloxy)-6-methoxymethoxydodeca-(2Z,4E,10Z)-trien-1-ol

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Chemical Property of 12-(tert-butyldiphenylsilanyloxy)-6-methoxymethoxydodeca-(2Z,4E,10Z)-trien-1-ol

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Technology Process of 12-(tert-butyldiphenylsilanyloxy)-6-methoxymethoxydodeca-(2Z,4E,10Z)-trien-1-ol

There total 6 articles about 12-(tert-butyldiphenylsilanyloxy)-6-methoxymethoxydodeca-(2Z,4E,10Z)-trien-1-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: 81.0%

: 524956-53-4
tert-butyl-[7-methoxymethoxy-12-(tetrahydropyran-2-yloxy)dodeca-(2Z,8E,10Z)-trienyloxy]diphenylsilane

: 524956-55-6
12-(tert-butyldiphenylsilanyloxy)-6-methoxymethoxydodeca-(2Z,4E,10Z)-trien-1-ol

Guidance literature:: With pyridinium p-toluenesulfonate; In isopropyl alcohol; for 1h; Heating;
DOI:10.1139/v02-064

Reference yield:

: 119119-20-9
(2E,4Z)-6-(Tetrahydro-pyran-2-yloxy)-hexa-2,4-dienal

: 524956-55-6
12-(tert-butyldiphenylsilanyloxy)-6-methoxymethoxydodeca-(2Z,4E,10Z)-trien-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: tert-butyllithium / diethyl ether / 0.17 h / -78 °C

1.2: 92 percent / diethyl ether / 0.42 h / -78 - 20 °C

2.1: 97 percent / potassium bis(trimethylsilyl)amide / tetrahydrofuran / 2 h / 0 - 70 °C

3.1: 81 percent / pyridinium p-toluenesulfonate / propan-2-ol / 1 h / Heating

With tert.-butyl lithium; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; In tetrahydrofuran; diethyl ether; isopropyl alcohol;
DOI:10.1139/v02-064

Reference yield:

: 307497-58-1
(4Z)-6-(tert-butyldiphenylsilyloxy)-4-hexen-1-ol

: 524956-55-6
12-(tert-butyldiphenylsilanyloxy)-6-methoxymethoxydodeca-(2Z,4E,10Z)-trien-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / CH₂Cl₂ / 1 h / 0 °C

2.1: 15.14 g / sodium iodide / acetone / 1.5 h / Heating

3.1: tert-butyllithium / diethyl ether / 0.17 h / -78 °C

3.2: 92 percent / diethyl ether / 0.42 h / -78 - 20 °C

4.1: 97 percent / potassium bis(trimethylsilyl)amide / tetrahydrofuran / 2 h / 0 - 70 °C

5.1: 81 percent / pyridinium p-toluenesulfonate / propan-2-ol / 1 h / Heating

With tert.-butyl lithium; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; triethylamine; sodium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; isopropyl alcohol; acetone;
DOI:10.1139/v02-064