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

Base Information

Chemical Name:12-(tert-butyldiphenylsilanyloxy)-1-(tetrahydropyran-2-yloxy)dodeca-(2Z,4E,10Z)-trien-6-ol
CAS No.:524956-52-3
Molecular Formula:C₃₃H₄₆O₄Si
Molecular Weight:534.811
Hs Code.:

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

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

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

There total 3 articles about 12-(tert-butyldiphenylsilanyloxy)-1-(tetrahydropyran-2-yloxy)dodeca-(2Z,4E,10Z)-trien-6-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: 92.0%

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

: 524956-51-2
tert-butyl-(6-iodohex-(2Z)-enyloxy)diphenylsilane

: 524956-52-3
12-(tert-butyldiphenylsilanyloxy)-1-(tetrahydropyran-2-yloxy)dodeca-(2Z,4E,10Z)-trien-6-ol

Guidance literature:: tert-butyl-(6-iodohex-(2Z)-enyloxy)diphenylsilane; With tert.-butyl lithium; In diethyl ether; at -78 ℃; for 0.166667h;

(2E,4Z)-6-(Tetrahydro-pyran-2-yloxy)-hexa-2,4-dienal; In diethyl ether; at -78 - 20 ℃; for 0.416667h;
DOI:10.1139/v02-064

Reference yield:

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

: 524956-52-3
12-(tert-butyldiphenylsilanyloxy)-1-(tetrahydropyran-2-yloxy)dodeca-(2Z,4E,10Z)-trien-6-ol

Guidance literature:: Multi-step reaction with 3 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

With tert.-butyl lithium; triethylamine; sodium iodide; In diethyl ether; dichloromethane; acetone;
DOI:10.1139/v02-064

Reference yield:

: 524956-50-1
methanesulfonic acid 6-(tert-butyldiphenylsilanyloxy)hex-(4Z)-enyl ester

: 524956-52-3
12-(tert-butyldiphenylsilanyloxy)-1-(tetrahydropyran-2-yloxy)dodeca-(2Z,4E,10Z)-trien-6-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 15.14 g / sodium iodide / acetone / 1.5 h / Heating

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

2.2: 92 percent / diethyl ether / 0.42 h / -78 - 20 °C

With tert.-butyl lithium; sodium iodide; In diethyl ether; acetone;
DOI:10.1139/v02-064