(E)-(2S,6S,8R)-9-(tert-butyldiphenylsiloxy)-2,4,6,8-tetramethyl-3-nonen-1-ol

Base Information

Chemical Name:(E)-(2S,6S,8R)-9-(tert-butyldiphenylsiloxy)-2,4,6,8-tetramethyl-3-nonen-1-ol
CAS No.:273738-52-6
Molecular Formula:C₂₉H₄₄O₂Si
Molecular Weight:452.753
Hs Code.:

Synonyms:(E)-(2S,6S,8R)-9-(tert-butyldiphenylsiloxy)-2,4,6,8-tetramethyl-3-nonen-1-ol

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Chemical Property of (E)-(2S,6S,8R)-9-(tert-butyldiphenylsiloxy)-2,4,6,8-tetramethyl-3-nonen-1-ol

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Technology Process of (E)-(2S,6S,8R)-9-(tert-butyldiphenylsiloxy)-2,4,6,8-tetramethyl-3-nonen-1-ol

There total 13 articles about (E)-(2S,6S,8R)-9-(tert-butyldiphenylsiloxy)-2,4,6,8-tetramethyl-3-nonen-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: 90.0%

: 778640-54-3
(2S,3E,6S,8R)-1-(benzyloxy)-9-(tert-butyldiphenylsiloxy)-2,4,6,8-tetramethylnon-3-ene

: 273738-52-6
(E)-(2S,6S,8R)-9-(tert-butyldiphenylsiloxy)-2,4,6,8-tetramethyl-3-nonen-1-ol

Guidance literature:: With 4,4'-di(tert-butyl)-[1,1-biphenyl]yllithium; In tetrahydrofuran; at -78 ℃; for 0.0833333h;
DOI:10.1002/anie.200454192 DOI:10.1055/s-2007-965893

Reference yield:

: 778640-45-2
(4S)-5-(benzyloxy)-4-methylpent-2-yne

: 273738-52-6
(E)-(2S,6S,8R)-9-(tert-butyldiphenylsiloxy)-2,4,6,8-tetramethyl-3-nonen-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: Cp₂ZrHCl / benzene / 0.5 h / 40 °C

1.2: I₂ / benzene / 0.5 h / 20 °C

1.3: 188 mg / tetrakis(triphenylphosphine)palladium / diethyl ether; pentane; tetrahydrofuran / 13 h / 20 °C

2.1: 90 percent / lithium 4,4'-di-tert-butylbiphenylide / tetrahydrofuran / 0.08 h / -78 °C

With Schwartz's reagent; 4,4'-di(tert-butyl)-[1,1-biphenyl]yllithium; In tetrahydrofuran; benzene; 1.3: Negishi coupling;
DOI:10.1055/s-2007-965893

Reference yield:

: 246219-82-9
(S)-(((4,4-dibromo-2-methylbut-3-en-1-yl)oxy)methyl)benzene

: 273738-52-6
(E)-(2S,6S,8R)-9-(tert-butyldiphenylsiloxy)-2,4,6,8-tetramethyl-3-nonen-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 342 mg / hexane; tetrahydrofuran / 1 h / 0 °C

2.1: Cp₂ZrHCl / benzene / 0.5 h / 40 °C

2.2: I₂ / benzene / 0.5 h / 20 °C

2.3: 188 mg / tetrakis(triphenylphosphine)palladium / diethyl ether; pentane; tetrahydrofuran / 13 h / 20 °C

3.1: 90 percent / lithium 4,4'-di-tert-butylbiphenylide / tetrahydrofuran / 0.08 h / -78 °C

With Schwartz's reagent; n-butyllithium; 4,4'-di(tert-butyl)-[1,1-biphenyl]yllithium; In tetrahydrofuran; hexane; benzene; 2.3: Negishi coupling;
DOI:10.1055/s-2007-965893