[(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dienyloxy]-tert-butyl-dimethyl-silane

Base Information

• Chemical Name: [(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dienyloxy]-tert-butyl-dimethyl-silane
• CAS No.: 912369-60-9
• Molecular Formula: C₂₄H₄₀O₅Si
• Molecular Weight: 436.664
• Mol file: 912369-60-9.mol

Synonyms:[(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dienyloxy]-tert-butyl-dimethyl-silane

Chemical Property of [(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dienyloxy]-tert-butyl-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dienyloxy]-tert-butyl-dimethyl-silane

There total 1 articles about [(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dienyloxy]-tert-butyl-dimethyl-silane 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: 80.0%

[7-(tert-butyl-dimethyl-silanyloxy)-hept-2-enyl]-phosphonic acid dimethyl ester + 3,5-di-[(methoxymethyl)oxy]benzaldehyde (76280-61-0) → [(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dienyloxy]-tert-butyl-dimethyl-silane (912369-60-9)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1016/j.tetlet.2006.07.012

Reference yield: 100.0%

[(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dienyloxy]-tert-butyl-dimethyl-silane (912369-60-9) → (5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dien-1-ol

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.tetlet.2006.07.012

Reference yield:

[(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dienyloxy]-tert-butyl-dimethyl-silane (912369-60-9) → 3-[(2E,8E,10E)-11-(3,5-Bis-methoxymethoxy-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-undeca-2,8,10-trienoyl]-oxazolidin-2-one (912369-57-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / TBAF / tetrahydrofuran / 20 °C

2: 100 percent / IBX / dimethylsulfoxide / 20 °C

3: 67 percent / titanium(IV) isopropoxide / tetrahydrofuran / 20 °C

4: 100 percent / imidazole; DMAP / dimethylformamide / 20 °C

5: 94 percent / diisobutylaluminium hydride / CH₂Cl₂ / -78 °C

6: 91 percent / Et₃N; LiCl / acetonitrile / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; dmap; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; lithium chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 6: Horner-Wadsworth-Emmons reaction;

DOI:10.1016/j.tetlet.2006.07.012

upstream raw materials:

3,5-di-[(methoxymethyl)oxy]benzaldehyde

Downstream raw materials:

(5E,7E)-8-(3,5-Bis-methoxymethoxy-phenyl)-octa-5,7-dienal

(6E,8E)-9-(3,5-Bis-methoxymethoxy-phenyl)-2-hydroxy-nona-6,8-dienenitrile

(6E,8E)-9-(3,5-Bis-methoxymethoxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-nona-6,8-dienal

3-[(2E,8E,10E)-11-(3,5-Bis-methoxymethoxy-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-undeca-2,8,10-trienoyl]-oxazolidin-2-one