(2Z,8Z)-11-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-iodo-9-methyl-undeca-2,8-dien-4-ol

Base Information

Chemical Name:(2Z,8Z)-11-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-iodo-9-methyl-undeca-2,8-dien-4-ol
CAS No.:863887-19-8
Molecular Formula:C₂₅H₄₁IO₃Si
Molecular Weight:544.589
Hs Code.:

Synonyms:(2Z,8Z)-11-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-iodo-9-methyl-undeca-2,8-dien-4-ol

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Chemical Property of (2Z,8Z)-11-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-iodo-9-methyl-undeca-2,8-dien-4-ol

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Technology Process of (2Z,8Z)-11-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-iodo-9-methyl-undeca-2,8-dien-4-ol

There total 9 articles about (2Z,8Z)-11-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-iodo-9-methyl-undeca-2,8-dien-4-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: 73.0%

: 863887-28-9
11-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-9-methyl-undec-8-en-2-yn-4-ol

: 863887-19-8
(2Z,8Z)-11-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-iodo-9-methyl-undeca-2,8-dien-4-ol

Guidance literature:: 11-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-9-methyl-undec-8-en-2-yn-4-ol; With sodium bis(2-methoxyethoxy)aluminium dihydride; In diethyl ether; at 20 ℃;

With iodine; In tetrahydrofuran; diethyl ether; at 0 ℃;
DOI:10.1246/cl.2005.1058

Reference yield:

: 863887-21-2
((Z)-4-Iodo-3-methyl-but-3-enyloxymethyl)-benzene

: 863887-19-8
(2Z,8Z)-11-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-iodo-9-methyl-undeca-2,8-dien-4-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / diethyl ether / -78 °C

1.2: 75 percent / diethyl ether

2.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / -78 °C

3.1: 97 percent / Al₂O₃ / hexane / 20 °C

4.1: 82 percent / pyridinium dichromate; 4 A MS / CH₂Cl₂ / 20 °C

5.1: 94 percent / diethyl ether / -78 °C

6.1: Red-Al(R) / diethyl ether / 20 °C

6.2: 73 percent / I₂ / diethyl ether; tetrahydrofuran / 0 °C

With 2,6-dimethylpyridine; aluminum oxide; dipyridinium dichromate; n-butyllithium; sodium bis(2-methoxyethoxy)aluminium dihydride; In diethyl ether; hexane; dichloromethane;
DOI:10.1246/cl.2005.1058

Reference yield:

: 863887-22-3
8-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-oct-5-enal

: 863887-19-8
(2Z,8Z)-11-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-iodo-9-methyl-undeca-2,8-dien-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 94 percent / diethyl ether / -78 °C

2.1: Red-Al(R) / diethyl ether / 20 °C

2.2: 73 percent / I₂ / diethyl ether; tetrahydrofuran / 0 °C

With sodium bis(2-methoxyethoxy)aluminium dihydride; In diethyl ether;
DOI:10.1246/cl.2005.1058