[9-(tert-butyl-diphenyl-silanyloxy)-1-methoxy-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienyloxy]-acetic acid methyl ester

Base Information

Chemical Name:[9-(tert-butyl-diphenyl-silanyloxy)-1-methoxy-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienyloxy]-acetic acid methyl ester
CAS No.:916260-48-5
Molecular Formula:C₃₆H₅₂O₅Si
Molecular Weight:592.891
Hs Code.:

[9-(<i>tert</i>-butyl-diphenyl-silanyloxy)-1-methoxy-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienyloxy]-acetic acid methyl ester

Synonyms:[9-(tert-butyl-diphenyl-silanyloxy)-1-methoxy-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienyloxy]-acetic acid methyl ester

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Chemical Property of [9-(tert-butyl-diphenyl-silanyloxy)-1-methoxy-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienyloxy]-acetic acid methyl ester

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Technology Process of [9-(tert-butyl-diphenyl-silanyloxy)-1-methoxy-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienyloxy]-acetic acid methyl ester

There total 7 articles about [9-(tert-butyl-diphenyl-silanyloxy)-1-methoxy-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienyloxy]-acetic acid methyl ester 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: 73.0%

: 916260-47-4
tert-butyl-[7-(2,2-dimethoxy-ethyl)-3,11-dimethyl-dodeca-2,6,10-trienyloxy]-diphenyl-silane

: 96-35-5
glycolic acid methyl ester

: 916260-48-5
[9-(tert-butyl-diphenyl-silanyloxy)-1-methoxy-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienyloxy]-acetic acid methyl ester

Guidance literature:: With pyridinium p-toluenesulfonate; Heating;
DOI:10.1021/ja066336b

Reference yield:

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

: 916260-48-5
[9-(tert-butyl-diphenyl-silanyloxy)-1-methoxy-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienyloxy]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 5 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

3.1: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 22 °C

4.1: 4.15 g / pyridinium tosylate / 22 °C

5.1: 73 percent / pyridinium tosylate / Heating

With tert.-butyl lithium; pyridinium p-toluenesulfonate; potassium hydride; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;
DOI:10.1021/ja066336b

Reference yield:

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

: 916260-48-5
[9-(tert-butyl-diphenyl-silanyloxy)-1-methoxy-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienyloxy]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

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

1.3: 61 percent / n-BuLi / petroleum ether; tetrahydrofuran / 3 h / -78 °C

2.1: Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 22 °C

3.1: 4.15 g / pyridinium tosylate / 22 °C

4.1: 73 percent / pyridinium tosylate / Heating

With pyridinium p-toluenesulfonate; potassium hydride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja066336b