(2E,5Z)-7-(tert-butyldiphenylsilanyloxy)-5-methylhepta-2,5-dienal

Base Information

• Chemical Name: (2E,5Z)-7-(tert-butyldiphenylsilanyloxy)-5-methylhepta-2,5-dienal
• CAS No.: 860651-93-0
• Molecular Formula: C₂₄H₃₀O₂Si
• Molecular Weight: 378.587
• Mol file: 860651-93-0.mol

Synonyms:(2E,5Z)-7-(tert-butyldiphenylsilanyloxy)-5-methylhepta-2,5-dienal

Chemical Property of (2E,5Z)-7-(tert-butyldiphenylsilanyloxy)-5-methylhepta-2,5-dienal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E,5Z)-7-(tert-butyldiphenylsilanyloxy)-5-methylhepta-2,5-dienal

There total 2 articles about (2E,5Z)-7-(tert-butyldiphenylsilanyloxy)-5-methylhepta-2,5-dienal 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:

tert-Butyl-((2Z,5E)-7,7-dimethoxy-3-methyl-hepta-2,5-dienyloxy)-diphenyl-silane → (2E,5Z)-7-(tert-butyldiphenylsilanyloxy)-5-methylhepta-2,5-dienal (860651-93-0)

Guidance literature:

With formic acid; In dichloromethane; chloroform; at 20 ℃; for 1h;

DOI:10.1002/anie.200500564

Reference yield:

((Z)-3-tributylstannylbut-2-enyloxy)(tert-butyl)diphenylsilane → (2E,5Z)-7-(tert-butyldiphenylsilanyloxy)-5-methylhepta-2,5-dienal (860651-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1: bis(acetonitrile)dichloropalladium(II); Ph₃P / CHCl₃ / 2 h / 65 °C

2: 2.95 g / HCO₂H / CH₂Cl₂; CHCl₃ / 1 h / 20 °C

With dichloro bis(acetonitrile) palladium(II); formic acid; triphenylphosphine; In dichloromethane; chloroform;

DOI:10.1002/anie.200500564

Reference yield:

(2E,5Z)-7-(tert-butyldiphenylsilanyloxy)-5-methylhepta-2,5-dienal (860651-93-0) + (2,2-dimethyl-6-methylene-6H-1,3-dioxin-4-yloxy)trimethylsilane (130573-43-2) → 6-[(R,3E,6Z)-8-(tert-butyldiphenylsilanyloxy)-2-hydroxy-6-methylocta-3,6-dienyl]-2,2-dimethyl-[1,3]dioxin-4-one + 6-[(S,3E,6Z)-8-(tert-butyldiphenylsilanyloxy)-2-hydroxy-6-methylocta-3,6-dienyl]-2,2-dimethyl-[1,3]dioxin-4-one (860651-95-2)

Guidance literature:

With tetrachlorosilane; chiral Denmark's bisphosphoramide catalyst; In dichloromethane; at -78 ℃; for 18h; Title compound not separated from byproducts;

DOI:10.1002/anie.200500564

Downstream raw materials:

6-[(S,3E,6Z)-8-(tert-butyldiphenylsilanyloxy)-2-hydroxy-6-methylocta-3,6-dienyl]-2,2-dimethyl-[1,3]dioxin-4-one

(S,6E,9Z)-11-(tert-butyldiphenylsilanyloxy)-5-hydroxy-9-methyl-3-oxoundeca-6,9-dienoic acid butyl ester

(3R,5S,6E,9Z)-11-(tert-butyldiphenylsilanyloxy)-3,5-dihydroxy-9-methylundeca-6,9-dienoic acid butyl ester

(6E,9Z)-(3R,5S)-11-(tert-Butyl-diphenyl-silanyloxy)-9-methyl-3,5-bis-trimethylsilanyloxy-undeca-6,9-dienoic acid butyl ester