2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-benzaldehyde

Base Information

• Chemical Name: 2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-benzaldehyde
• CAS No.: 403696-75-3
• Molecular Formula: C₃₁H₅₂O₃Si₂
• Molecular Weight: 528.923

Synonyms:2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-benzaldehyde

Chemical Property of 2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-benzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-benzaldehyde

There total 12 articles about 2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-benzaldehyde 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:

4-bromo-2,5-dimethoxybenzaldehyde (31558-41-5) → 2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-benzaldehyde (403696-75-3)

Guidance literature:

Multi-step reaction with 6 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

With sodium tetrahydroborate; n-butyllithium; 1,1-Dibromoethane; boron tribromide; phosphorus tribromide; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane;

DOI:10.1021/ja016585u

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) + 2-Hydroxy-5-methoxy-4-((Z)-2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-benzaldehyde (403696-83-3) → 2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-benzaldehyde (403696-75-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/ja016585u

Reference yield:

5-(triisopropylsilyl)-4-pentyn-1-al (403696-81-1) → 2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-4-(2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-benzaldehyde (403696-75-3)

Guidance literature:

Multi-step reaction with 5 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

With n-butyllithium; 1,1-Dibromoethane; boron tribromide; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;

DOI:10.1021/ja016585u

upstream raw materials:

t-butyldimethylsiyl triflate

2-Hydroxy-5-methoxy-4-((Z)-2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-benzaldehyde

5-(triisopropylsilyl)-4-pentyn-1-al

pent-1-yn-5-ol

Downstream raw materials:

1-(tert-butyl-dimethyl-silanyloxy)-2-[1-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-dimethyl-silanyloxymethyl)-hexa-2,5-dienyl]-4-methoxy-5-(2-methyl-hept-2-en-6-ynyl)-benzene

1-(tert-butyl-dimethyl-silanyloxy)-2-[1-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hexa-2,5-dienyl]-4-methoxy-5-(2-methyl-hept-2-en-6-ynyl)-benzene

2-((E)-(S)-1-Hydroxy-3-methyl-hex-2-en-5-ynyl)-4-methoxy-5-((Z)-2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-phenol

2-((E)-(S)-1-Hydroxy-3-methyl-hexa-2,5-dienyl)-4-methoxy-5-((Z)-2-methyl-7-triisopropylsilanyl-hept-2-en-6-ynyl)-phenol

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