1-[2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-phenyl]-3-(tert-butyl-dimethyl-silanyloxymethyl)-hexa-2,5-dien-1-ol

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Chemical Name:1-[2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-phenyl]-3-(tert-butyl-dimethyl-silanyloxymethyl)-hexa-2,5-dien-1-ol
CAS No.:403696-88-8
Molecular Formula:C₄₃H₇₆O₄Si₃
Molecular Weight:741.331
Hs Code.:

1-[2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-phenyl]-3-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-hexa-2,5-dien-1-ol

Synonyms:1-[2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-phenyl]-3-(tert-butyl-dimethyl-silanyloxymethyl)-hexa-2,5-dien-1-ol

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Chemical Property of 1-[2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-phenyl]-3-(tert-butyl-dimethyl-silanyloxymethyl)-hexa-2,5-dien-1-ol

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Technology Process of 1-[2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-phenyl]-3-(tert-butyl-dimethyl-silanyloxymethyl)-hexa-2,5-dien-1-ol

There total 14 articles about 1-[2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-phenyl]-3-(tert-butyl-dimethyl-silanyloxymethyl)-hexa-2,5-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:

: 31558-41-5
4-bromo-2,5-dimethoxybenzaldehyde

: 403696-88-8
1-[2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-phenyl]-3-(tert-butyl-dimethyl-silanyloxymethyl)-hexa-2,5-dien-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 100 percent / sodium borohydride / methanol / 0 - 20 °C

2.1: 95 percent / phosphorous tribromide / CH₂Cl₂ / 1 h / 0 - 20 °C

3.1: zinc; dibromoethane / tetrahydrofuran / 0.83 h / 0 °C

3.2: 98 percent / palladium tetrakis(triphenylphosphine) / tetrahydrofuran / 27 h / 23 °C

4.1: n-butyllithium / diethyl ether; hexane / 0.75 h / -78 °C

4.2: 94 percent / diethyl ether / -78 - 35 °C

5.1: borontribromide / CH₂Cl₂ / 16 h / -78 - 23 °C

6.1: 5.53 g / diisopropylethylamine / CH₂Cl₂ / 0.5 h / 0 °C

7.1: tert-butyllithium / diethyl ether; pentane / 0.75 h / -78 °C

7.2: ZnBr₂; (1S,2R)-N-methylephedrine; n-butyllithium / diethyl ether; toluene; hexane / 1 h / 0 °C

7.3: 99 percent / toluene; diethyl ether / 1 h / 0 °C

With sodium tetrahydroborate; n-butyllithium; 1,1-Dibromoethane; tert.-butyl lithium; boron tribromide; phosphorus tribromide; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; pentane;
DOI:10.1021/ja016585u

Reference yield:

: 403696-81-1
5-(triisopropylsilyl)-4-pentyn-1-al

: 403696-88-8
1-[2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-phenyl]-3-(tert-butyl-dimethyl-silanyloxymethyl)-hexa-2,5-dien-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2.044 g / tetrahydrofuran / 0.17 h / -20 °C

2.1: zinc; dibromoethane / tetrahydrofuran / 0.83 h / 0 °C

2.2: 98 percent / palladium tetrakis(triphenylphosphine) / tetrahydrofuran / 27 h / 23 °C

3.1: n-butyllithium / diethyl ether; hexane / 0.75 h / -78 °C

3.2: 94 percent / diethyl ether / -78 - 35 °C

4.1: borontribromide / CH₂Cl₂ / 16 h / -78 - 23 °C

5.1: 5.53 g / diisopropylethylamine / CH₂Cl₂ / 0.5 h / 0 °C

6.1: tert-butyllithium / diethyl ether; pentane / 0.75 h / -78 °C

6.2: ZnBr₂; (1S,2R)-N-methylephedrine; n-butyllithium / diethyl ether; toluene; hexane / 1 h / 0 °C

6.3: 99 percent / toluene; diethyl ether / 1 h / 0 °C

With n-butyllithium; 1,1-Dibromoethane; tert.-butyl lithium; boron tribromide; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; pentane;
DOI:10.1021/ja016585u

Reference yield:

: 5390-04-5
pent-1-yn-5-ol

: 403696-88-8
1-[2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-phenyl]-3-(tert-butyl-dimethyl-silanyloxymethyl)-hexa-2,5-dien-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: ethylmagnesium chloride / tetrahydrofuran / 12 h / Heating

1.2: 94 percent / tetrahydrofuran / 6 h / Heating

2.1: 90 percent / Dess-Martin periodinane / CH₂Cl₂; H₂O / 0.5 h / 20 °C

3.1: 2.044 g / tetrahydrofuran / 0.17 h / -20 °C

4.1: zinc; dibromoethane / tetrahydrofuran / 0.83 h / 0 °C

4.2: 98 percent / palladium tetrakis(triphenylphosphine) / tetrahydrofuran / 27 h / 23 °C

5.1: n-butyllithium / diethyl ether; hexane / 0.75 h / -78 °C

5.2: 94 percent / diethyl ether / -78 - 35 °C

6.1: borontribromide / CH₂Cl₂ / 16 h / -78 - 23 °C

7.1: 5.53 g / diisopropylethylamine / CH₂Cl₂ / 0.5 h / 0 °C

8.1: tert-butyllithium / diethyl ether; pentane / 0.75 h / -78 °C

8.2: ZnBr₂; (1S,2R)-N-methylephedrine; n-butyllithium / diethyl ether; toluene; hexane / 1 h / 0 °C

8.3: 99 percent / toluene; diethyl ether / 1 h / 0 °C

With n-butyllithium; 1,1-Dibromoethane; tert.-butyl lithium; ethylmagnesium chloride; boron tribromide; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; pentane;
DOI:10.1021/ja016585u