[4-(tert-butyldimethylsiloxy)-5-methoxy-3-(3',7'-dimethyl-2',6'-octadienyl)benzyloxy]-tert-butyldimethylsilane

Base Information

Chemical Name:[4-(tert-butyldimethylsiloxy)-5-methoxy-3-(3',7'-dimethyl-2',6'-octadienyl)benzyloxy]-tert-butyldimethylsilane
CAS No.:474970-89-3
Molecular Formula:C₃₀H₅₄O₃Si₂
Molecular Weight:518.928
Hs Code.:

Synonyms:[4-(tert-butyldimethylsiloxy)-5-methoxy-3-(3',7'-dimethyl-2',6'-octadienyl)benzyloxy]-tert-butyldimethylsilane

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Chemical Property of [4-(tert-butyldimethylsiloxy)-5-methoxy-3-(3',7'-dimethyl-2',6'-octadienyl)benzyloxy]-tert-butyldimethylsilane

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Technology Process of [4-(tert-butyldimethylsiloxy)-5-methoxy-3-(3',7'-dimethyl-2',6'-octadienyl)benzyloxy]-tert-butyldimethylsilane

There total 5 articles about [4-(tert-butyldimethylsiloxy)-5-methoxy-3-(3',7'-dimethyl-2',6'-octadienyl)benzyloxy]-tert-butyldimethylsilane 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: 95.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 474970-87-1
[4-hydroxy-5-methoxy-3-(3',7'-dimethyl-2',6'-octadienyl)benzyloxy]-tert-butyldimethylsilane

: 474970-89-3
[4-(tert-butyldimethylsiloxy)-5-methoxy-3-(3',7'-dimethyl-2',6'-octadienyl)benzyloxy]-tert-butyldimethylsilane

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 ℃; for 24h;
DOI:10.1021/ol0266368

Reference yield:

: 2316-61-2
5-bromo-4-hydroxy-3-methoxybenzyl alcohol

: 474970-89-3
[4-(tert-butyldimethylsiloxy)-5-methoxy-3-(3',7'-dimethyl-2',6'-octadienyl)benzyloxy]-tert-butyldimethylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / imidazole / CH₂Cl₂ / 18 h / 20 °C

2.1: 98 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

3.1: 81 percent / PPTS / CH₂Cl₂ / 40 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.58 h / -78 °C

4.2: tetrahydrofuran; hexane / 20 h / 20 °C

5.1: 6.13 g / acetyl chloride / methanol / 0.33 h / 0 °C

6.1: 95 percent / imidazole / CH₂Cl₂ / 24 h / 0 °C

With 1H-imidazole; n-butyllithium; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; acetyl chloride; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol0266368

Reference yield:

: 474970-83-7
(5-bromo-4-hydroxy-3-methoxybenzyloxy)-tert-butyldimethylsilane

: 474970-89-3
[4-(tert-butyldimethylsiloxy)-5-methoxy-3-(3',7'-dimethyl-2',6'-octadienyl)benzyloxy]-tert-butyldimethylsilane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 81 percent / PPTS / CH₂Cl₂ / 40 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.58 h / -78 °C

2.2: tetrahydrofuran; hexane / 20 h / 20 °C

3.1: 6.13 g / acetyl chloride / methanol / 0.33 h / 0 °C

4.1: 95 percent / imidazole / CH₂Cl₂ / 24 h / 0 °C

With 1H-imidazole; n-butyllithium; pyridinium p-toluenesulfonate; acetyl chloride; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol0266368