(2Z,4Z,6S,7S,8R,9R,10S)-9-(t-butyldimethylsilyloxy)-11-(4-methoxybenzyloxy)-7-(triethylsilyloxy)-1,5,7,9-tetramethyl undeca-2,4-diene

Base Information

Chemical Name:(2Z,4Z,6S,7S,8R,9R,10S)-9-(t-butyldimethylsilyloxy)-11-(4-methoxybenzyloxy)-7-(triethylsilyloxy)-1,5,7,9-tetramethyl undeca-2,4-diene
CAS No.:1335112-67-8
Molecular Formula:C₃₅H₆₄O₄Si₂
Molecular Weight:605.062
Hs Code.:

Synonyms:(2Z,4Z,6S,7S,8R,9R,10S)-9-(t-butyldimethylsilyloxy)-11-(4-methoxybenzyloxy)-7-(triethylsilyloxy)-1,5,7,9-tetramethyl undeca-2,4-diene

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Chemical Property of (2Z,4Z,6S,7S,8R,9R,10S)-9-(t-butyldimethylsilyloxy)-11-(4-methoxybenzyloxy)-7-(triethylsilyloxy)-1,5,7,9-tetramethyl undeca-2,4-diene

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Technology Process of (2Z,4Z,6S,7S,8R,9R,10S)-9-(t-butyldimethylsilyloxy)-11-(4-methoxybenzyloxy)-7-(triethylsilyloxy)-1,5,7,9-tetramethyl undeca-2,4-diene

There total 1 articles about (2Z,4Z,6S,7S,8R,9R,10S)-9-(t-butyldimethylsilyloxy)-11-(4-methoxybenzyloxy)-7-(triethylsilyloxy)-1,5,7,9-tetramethyl undeca-2,4-diene 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: 94.0%

: (1Z,3S,4S,5R,6R,7S)-6-(tert-butyldimethylsilyloxy)-1-[(N,N-diisopropyl)-carbamoyloxy]-8-(4-methoxybenzyloxy)-4-(triethylsilyloxy)-3,5,7-trimethyloct-1-ene

: 38614-36-7
2-methylpropen-1-ylmagnesium bromide

: 1335112-67-8
(2Z,4Z,6S,7S,8R,9R,10S)-9-(t-butyldimethylsilyloxy)-11-(4-methoxybenzyloxy)-7-(triethylsilyloxy)-1,5,7,9-tetramethyl undeca-2,4-diene

Guidance literature:: With bis(acetylacetonate)nickel(II); In tetrahydrofuran; diethyl ether; at 0 ℃; for 16h; Inert atmosphere;
DOI:10.1002/chem.201100675

Reference yield:

: 1335112-67-8
(2Z,4Z,6S,7S,8R,9R,10S)-9-(t-butyldimethylsilyloxy)-11-(4-methoxybenzyloxy)-7-(triethylsilyloxy)-1,5,7,9-tetramethyl undeca-2,4-diene

: 1335112-71-4
[2S,4R(1R),5S,6S(2S,3Z,5S,6S,7S,8Z,11S,12R,13S,14S,15S,16Z)]-4-(2-methoxycarbonyl-1-methyl ethyl-1-yl)-6-{12-(t-butyldimethylsilyloxy)-5,7,9,11,13,15,19-heptamethyl-2,6-bis[(methoxymethyl)oxy]-14-(triethylsilyloxy)icosa-3,8,16,18-tetraen-1-yl}-5-methyl-2-phenyl-1,3-dioxinan

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 3.66 h / 0 - 20 °C / Inert atmosphere

2.1: 1H-imidazole; iodine; triphenylphosphine / diethyl ether; benzene / 2 h / 0 - 20 °C / Inert atmosphere

3.1: tert.-butyl lithium / tetrahydrofuran; diethyl ether; pentane / 0.03 h / Inert atmosphere

3.2: 1.25 h / -78 - 20 °C / Inert atmosphere

3.3: 16 h / 20 °C / Inert atmosphere

With 1H-imidazole; iodine; tert.-butyl lithium; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; dichloromethane; water; pentane; benzene;
DOI:10.1002/chem.201100675

Reference yield:

: 1335112-67-8
(2Z,4Z,6S,7S,8R,9R,10S)-9-(t-butyldimethylsilyloxy)-11-(4-methoxybenzyloxy)-7-(triethylsilyloxy)-1,5,7,9-tetramethyl undeca-2,4-diene

: 1335112-89-4
[2S,4R(1R),5S,6S(2S,3Z,5S,6S,7S,8Z,11S,12R,13S,14S,15S,16Z)]-4-(2-methoxycarbonyl-1-methylethyl-1-yl)-6-{12-(t-butyldimethylsilyloxy)-5,7,9,11,13,15,19-heptamethyl-14-hydroxy-2,6-bis[(methoxymethyl)oxy]icosa-3,8,16,18-tetraen-1-yl}-5-methyl-2-phenyl-1,3-dioxinan

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 3.66 h / 0 - 20 °C / Inert atmosphere

2.1: 1H-imidazole; iodine; triphenylphosphine / diethyl ether; benzene / 2 h / 0 - 20 °C / Inert atmosphere

3.1: tert.-butyl lithium / tetrahydrofuran; diethyl ether; pentane / 0.03 h / Inert atmosphere

3.2: 1.25 h / -78 - 20 °C / Inert atmosphere

3.3: 16 h / 20 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid / methanol / 1 h / 0 °C / Inert atmosphere

With 1H-imidazole; iodine; tert.-butyl lithium; toluene-4-sulfonic acid; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; pentane; benzene;
DOI:10.1002/chem.201100675