(Z)-1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-6-(trimethylsilyl)-6-undecene

Base Information

Chemical Name:(Z)-1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-6-(trimethylsilyl)-6-undecene
CAS No.:144609-40-5
Molecular Formula:C₃₂H₆₀O₄Si₂
Molecular Weight:564.997
Hs Code.:

Synonyms:(Z)-1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-6-(trimethylsilyl)-6-undecene

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Chemical Property of (Z)-1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-6-(trimethylsilyl)-6-undecene

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Technology Process of (Z)-1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-6-(trimethylsilyl)-6-undecene

There total 7 articles about (Z)-1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-6-(trimethylsilyl)-6-undecene 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:

: 2100-17-6
4-pentenal

: 144609-40-5
(Z)-1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-6-(trimethylsilyl)-6-undecene

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) t-BuLi / 1.) pentane, THF, -78 deg C, 75 min, 2.) from -78 deg C to RT, 1 h

2: 93 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 4 h / 24 °C

3: 1.) borane-tetrahydrofuran, 2.) aq. NaOH, aq. H₂O₂ / 1.) THF, from 0 deg C to RT, 4.7 h, 2.) 0 deg C, 1 h

4: triethylamine / CH₂Cl₂ / 3 h / 0 °C

5: sodium iodide-triacetone / 5 h / 20 °C

6: 1.) sec-BuLi / 1.) cyclohexane, THF, -78 deg C, 33 min, 2.) THF, RT, 1 h

With sodium hydroxide; borane-THF; dihydrogen peroxide; tert.-butyl lithium; sec.-butyllithium; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; In dichloromethane;
DOI:10.1021/ja00051a009

Reference yield:

: 139229-99-5
1-Bromo-4<(tert-butyldimethylsilyl)oxy>-3,5-dimethylbenzene

: 144609-40-5
(Z)-1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-6-(trimethylsilyl)-6-undecene

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) t-BuLi / 1.) pentane, THF, -78 deg C, 75 min, 2.) from -78 deg C to RT, 1 h

2: 93 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 4 h / 24 °C

3: 1.) borane-tetrahydrofuran, 2.) aq. NaOH, aq. H₂O₂ / 1.) THF, from 0 deg C to RT, 4.7 h, 2.) 0 deg C, 1 h

4: triethylamine / CH₂Cl₂ / 3 h / 0 °C

5: sodium iodide-triacetone / 5 h / 20 °C

6: 1.) sec-BuLi / 1.) cyclohexane, THF, -78 deg C, 33 min, 2.) THF, RT, 1 h

With sodium hydroxide; borane-THF; dihydrogen peroxide; tert.-butyl lithium; sec.-butyllithium; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; In dichloromethane;
DOI:10.1021/ja00051a009

Reference yield:

: 144609-44-9
1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>pent-4-en-1-ol

: 144609-40-5
(Z)-1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-6-(trimethylsilyl)-6-undecene

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 4 h / 24 °C

2: 1.) borane-tetrahydrofuran, 2.) aq. NaOH, aq. H₂O₂ / 1.) THF, from 0 deg C to RT, 4.7 h, 2.) 0 deg C, 1 h

3: triethylamine / CH₂Cl₂ / 3 h / 0 °C

4: sodium iodide-triacetone / 5 h / 20 °C

5: 1.) sec-BuLi / 1.) cyclohexane, THF, -78 deg C, 33 min, 2.) THF, RT, 1 h

With sodium hydroxide; borane-THF; dihydrogen peroxide; sec.-butyllithium; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; In dichloromethane;
DOI:10.1021/ja00051a009