[5,7,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-dienyloxymethyl]-benzene

Base Information

Chemical Name:[5,7,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-dienyloxymethyl]-benzene
CAS No.:916757-54-5
Molecular Formula:C₅₄H₁₀₈O₆Si₅
Molecular Weight:993.875
Hs Code.:

[5,7,11,15-tetrakis-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-dienyloxymethyl]-benzene

Synonyms:[5,7,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-dienyloxymethyl]-benzene

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Chemical Property of [5,7,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-dienyloxymethyl]-benzene

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Technology Process of [5,7,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-dienyloxymethyl]-benzene

There total 29 articles about [5,7,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-dienyloxymethyl]-benzene 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: 89.0%

: 916757-71-6
1-benzyloxy-11,15-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-diene-5,7-diol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 916757-54-5
[5,7,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-dienyloxymethyl]-benzene

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 25 ℃; for 8h;
DOI:10.1002/anie.200601867 DOI:10.1021/ja068053p

Reference yield:

: 71171-66-9,92775-37-6,116839-04-4,72150-39-1
(3R)-3-(tert-butyldimethylsilyloxy)butanal

: 916757-54-5
[5,7,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-dienyloxymethyl]-benzene

Guidance literature:: Multi-step reaction with 8 steps

1.1: 20.5 g / diethyl ether / 5 h / -78 - 25 °C

2.1: 28.3 g / imidazole / dimethylformamide / 4 h / 25 °C

3.1: O₃ / CH₂Cl₂ / 4 h / -78 °C

3.2: 64 percent / PPh₃ / diethyl ether / 3 h / -78 - 25 °C

4.1: 18.5 g / diethyl ether / 5 h / -78 - 25 °C

5.1: imidazole / dimethylformamide / 4 h / 25 °C

6.1: 36 percent / Hoveyda-Grubbs' catalyst / CH₂Cl₂ / 18 h / 25 °C

7.1: Et₂BOMe / tetrahydrofuran; methanol / 0.25 h / -78 °C

7.2: 89 percent / NaBH₄ / tetrahydrofuran; methanol; various solvent(s) / 3 h / -78 °C

8.1: 89 percent / imidazole / dimethylformamide / 8 h / 25 °C

With 1H-imidazole; diethyl methoxy borane; ozone; Hoveyda-Grubbs catalyst second generation; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja068053p

Reference yield:

: 9-benzyloxy-5-hydroxy-7-methyl-nona-1,7-dien-3-one

: 916757-54-5
[5,7,11,15-tetrakis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-13-triethylsilanyloxy-hexadeca-2,8-dienyloxymethyl]-benzene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 36 percent / Hoveyda-Grubbs' catalyst / CH₂Cl₂ / 18 h / 25 °C

2.1: Et₂BOMe / tetrahydrofuran; methanol / 0.25 h / -78 °C

2.2: 89 percent / NaBH₄ / tetrahydrofuran; methanol; various solvent(s) / 3 h / -78 °C

3.1: 89 percent / imidazole / dimethylformamide / 8 h / 25 °C

With 1H-imidazole; diethyl methoxy borane; Hoveyda-Grubbs catalyst second generation; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja068053p