9-(tert-butyl-diphenyl-silanyloxy)-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dien-1-ol

Base Information

Chemical Name:9-(tert-butyl-diphenyl-silanyloxy)-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dien-1-ol
CAS No.:916260-46-3
Molecular Formula:C₃₂H₄₆O₂Si
Molecular Weight:490.802
Hs Code.:

9-(<i>tert</i>-butyl-diphenyl-silanyloxy)-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dien-1-ol

Synonyms:9-(tert-butyl-diphenyl-silanyloxy)-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dien-1-ol

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Chemical Property of 9-(tert-butyl-diphenyl-silanyloxy)-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dien-1-ol

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Technology Process of 9-(tert-butyl-diphenyl-silanyloxy)-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dien-1-ol

There total 4 articles about 9-(tert-butyl-diphenyl-silanyloxy)-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dien-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: 61.0%

: 916260-45-2
1-(tert-butyl-diphenyl-silanyloxy)-3,11-dimethyl-7-methylene-dodeca-2,10-dien-6-ol

: 66222-29-5
tri-n-butylstannylmethyl iodide

: 916260-46-3
9-(tert-butyl-diphenyl-silanyloxy)-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dien-1-ol

Guidance literature:: 1-(tert-butyl-diphenyl-silanyloxy)-3,11-dimethyl-7-methylene-dodeca-2,10-dien-6-ol; With potassium hydride; In tetrahydrofuran; at -40 - -20 ℃; for 0.5h;

tri-n-butylstannylmethyl iodide; In diethyl ether; at -20 - 0 ℃; for 16h;

With n-butyllithium; In tetrahydrofuran; Petroleum ether; at -78 ℃; for 3h;
DOI:10.1021/ja066336b

Reference yield:

: 916260-44-1
2-bromo-6-methyl-1,5-heptadiene

: 916260-46-3
9-(tert-butyl-diphenyl-silanyloxy)-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dien-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: t-BuLi / diethyl ether; pentane / 4 h / -78 - -20 °C

1.2: 90 percent / diethyl ether / 2 h / -78 °C

2.1: KH / tetrahydrofuran / 0.5 h / -40 - -20 °C

2.2: diethyl ether / 16 h / -20 - 0 °C

2.3: 61 percent / n-BuLi / petroleum ether; tetrahydrofuran / 3 h / -78 °C

With tert.-butyl lithium; potassium hydride; In tetrahydrofuran; diethyl ether; pentane;
DOI:10.1021/ja066336b

Reference yield:

: 89487-33-2
prenylmagnesium bromide

: 916260-46-3
9-(tert-butyl-diphenyl-silanyloxy)-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dien-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: CuCN / tetrahydrofuran / 0.5 h / -78 °C

1.2: 91 percent / tetrahydrofuran / 2 h / -78 °C

2.1: t-BuLi / diethyl ether; pentane / 4 h / -78 - -20 °C

2.2: 90 percent / diethyl ether / 2 h / -78 °C

3.1: KH / tetrahydrofuran / 0.5 h / -40 - -20 °C

3.2: diethyl ether / 16 h / -20 - 0 °C

3.3: 61 percent / n-BuLi / petroleum ether; tetrahydrofuran / 3 h / -78 °C

With tert.-butyl lithium; potassium hydride; In tetrahydrofuran; diethyl ether; pentane;
DOI:10.1021/ja066336b