(E)-(2S,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-6-cyclohexyl-2,4-dimethyl-hex-5-en-1-ol

Base Information

Chemical Name:(E)-(2S,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-6-cyclohexyl-2,4-dimethyl-hex-5-en-1-ol
CAS No.:909193-76-6
Molecular Formula:C₂₀H₄₀O₂Si
Molecular Weight:340.622
Hs Code.:

Synonyms:(E)-(2S,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-6-cyclohexyl-2,4-dimethyl-hex-5-en-1-ol

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Chemical Property of (E)-(2S,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-6-cyclohexyl-2,4-dimethyl-hex-5-en-1-ol

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Technology Process of (E)-(2S,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-6-cyclohexyl-2,4-dimethyl-hex-5-en-1-ol

There total 5 articles about (E)-(2S,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-6-cyclohexyl-2,4-dimethyl-hex-5-en-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:

: 909193-79-9
tert-Butyl-((E)-(1R,2S)-4-cyclohexyl-1-isopropenyl-2-methyl-but-3-enyloxy)-dimethyl-silane

: 909193-76-6
(E)-(2S,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-6-cyclohexyl-2,4-dimethyl-hex-5-en-1-ol

Guidance literature:: tert-Butyl-((E)-(1R,2S)-4-cyclohexyl-1-isopropenyl-2-methyl-but-3-enyloxy)-dimethyl-silane; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 20 ℃; for 6h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1021/ol0612612

Reference yield:

: 909193-77-7
(S)(Z)-{1-[(2-methylallyl)oxy]but-2-en-1-yl}cyclohexane

: 909193-76-6
(E)-(2S,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-6-cyclohexyl-2,4-dimethyl-hex-5-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butoxide; n-butyllithium / tetrahydrofuran / 14 h / -20 - 0 °C

2.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / -20 - 20 °C

3.1: 9-BBN / tetrahydrofuran / 6 h / 20 °C

3.2: aq. NaOH; H₂O₂ / tetrahydrofuran / 12 h / 20 °C

With 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; potassium tert-butylate; In tetrahydrofuran; dichloromethane; 1.1: 2,3-Wittig rearragement;
DOI:10.1021/ol0612612

Reference yield:

: 909193-78-8
(3R,4S)(E)-6-cyclohexyl-2,4-dimethylhexa-1,5-dien-3-ol

: 909193-76-6
(E)-(2S,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-6-cyclohexyl-2,4-dimethyl-hex-5-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / -20 - 20 °C

2.1: 9-BBN / tetrahydrofuran / 6 h / 20 °C

2.2: aq. NaOH; H₂O₂ / tetrahydrofuran / 12 h / 20 °C

With 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol0612612