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

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
CAS No.:916260-59-8
Molecular Formula:C₃₅H₅₀O₅Si
Molecular Weight:578.865
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

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

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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

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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

There total 8 articles about [9-(tert-butyl-diphenyl-silanyloxy)-1-methoxy-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienyloxy]-acetic acid 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:

: 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

: 916260-59-8
[9-(tert-butyl-diphenyl-silanyloxy)-1-methoxy-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienyloxy]-acetic acid

Guidance literature:: With lithium hydroxide; In methanol; at 23 ℃; for 2h;
DOI:10.1021/ja066336b

Reference yield:

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

: 916260-59-8
[9-(tert-butyl-diphenyl-silanyloxy)-1-methoxy-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienyloxy]-acetic acid

Guidance literature:: Multi-step reaction with 6 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

6.1: aq. LiOH / methanol / 2 h / 23 °C

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

Reference yield:

: 9-(tert-butyl-diphenyl-silanyloxy)-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienal

: 916260-59-8
[9-(tert-butyl-diphenyl-silanyloxy)-1-methoxy-7-methyl-3-(4-methyl-pent-3-enyl)-nona-3,7-dienyloxy]-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 4.15 g / pyridinium tosylate / 22 °C

2: 73 percent / pyridinium tosylate / Heating

3: aq. LiOH / methanol / 2 h / 23 °C

With lithium hydroxide; pyridinium p-toluenesulfonate; In methanol;
DOI:10.1021/ja066336b