tert-Butyl-{(R)-2-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyloxy}-dimethyl-silane

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Chemical Name:tert-Butyl-{(R)-2-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyloxy}-dimethyl-silane
CAS No.:795278-25-0
Molecular Formula:C₂₅H₄₈OSi
Molecular Weight:392.741
Hs Code.:

Synonyms:tert-Butyl-{(R)-2-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyloxy}-dimethyl-silane

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Chemical Property of tert-Butyl-{(R)-2-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyloxy}-dimethyl-silane

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Technology Process of tert-Butyl-{(R)-2-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyloxy}-dimethyl-silane

There total 7 articles about tert-Butyl-{(R)-2-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyloxy}-dimethyl-silane 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%

: 5162-44-7
1-bromo-4-butene

: 616866-94-5
2,2-Dimethyl-propionic acid (E)-(S)-4-(tert-butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-but-2-enyl ester

: 795278-25-0
tert-Butyl-{(R)-2-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyloxy}-dimethyl-silane

Guidance literature:: 1-bromo-4-butene; With iodine; magnesium; In diethyl ether; for 12h; Heating;

In diethyl ether; at -20 ℃; for 1h;

2,2-Dimethyl-propionic acid (E)-(S)-4-(tert-butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-but-2-enyl ester; In diethyl ether; at -20 - 20 ℃; for 12h;
DOI:10.1021/ja046084j

Reference yield:

: 10458-14-7,14073-97-3,17627-49-5,7786-64-3
(2R,5S)-menthone

: 795278-25-0
tert-Butyl-{(R)-2-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

1.2: tetrahydrofuran; hexane / 10 h / 20 °C

2.1: 3.10 g / aq. HCl / CHCl₃ / 4 h / 20 °C

3.1: bis(cyclopentadienyl) zirconium / CH₂Cl₂ / 0.17 h

3.2: CH₂Cl₂ / 12 h / 20 °C

3.3: 100 percent / tetrahydrofuran; CH₂Cl₂ / 12 h / -78 - 20 °C

4.1: 6.96 g / imidazole / CH₂Cl₂ / 3 h / 20 °C

5.1: 95 percent / triethylamine; dimethylaminopyridine / CH₂Cl₂ / 96 h / 0 - 20 °C

6.1: magnesium; iodine / diethyl ether / 12 h / Heating

6.2: CuCN / diethyl ether / 1 h / -20 °C

6.3: 90 percent / diethyl ether / 12 h / -20 - 20 °C

With 1H-imidazole; hydrogenchloride; dmap; n-butyllithium; bis(cyclopentadienyl)dihydrozirconium; iodine; magnesium; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; chloroform;
DOI:10.1021/ja046084j

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 795278-25-0
tert-Butyl-{(R)-2-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-2-methyl-hex-5-enyloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 6.96 g / imidazole / CH₂Cl₂ / 3 h / 20 °C

2.1: 95 percent / triethylamine; dimethylaminopyridine / CH₂Cl₂ / 96 h / 0 - 20 °C

3.1: magnesium; iodine / diethyl ether / 12 h / Heating

3.2: CuCN / diethyl ether / 1 h / -20 °C

3.3: 90 percent / diethyl ether / 12 h / -20 - 20 °C

With 1H-imidazole; dmap; iodine; magnesium; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1021/ja046084j