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

Base Information

Chemical Name:6-[(S,3E,6Z)-8-(tert-butyldiphenylsilanyloxy)-2-hydroxy-6-methylocta-3,6-dienyl]-2,2-dimethyl-[1,3]dioxin-4-one
CAS No.:860651-95-2
Molecular Formula:C₃₁H₄₀O₅Si
Molecular Weight:520.741
Hs Code.:

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

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

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

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

: 860651-93-0
(2E,5Z)-7-(tert-butyldiphenylsilanyloxy)-5-methylhepta-2,5-dienal

: 130573-43-2
(2,2-dimethyl-6-methylene-6H-1,3-dioxin-4-yloxy)trimethylsilane

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

: 860651-95-2
6-[(S,3E,6Z)-8-(tert-butyldiphenylsilanyloxy)-2-hydroxy-6-methylocta-3,6-dienyl]-2,2-dimethyl-[1,3]dioxin-4-one

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

Reference yield:

: tert-Butyl-((2Z,5E)-7,7-dimethoxy-3-methyl-hepta-2,5-dienyloxy)-diphenyl-silane

: 860651-95-2
6-[(S,3E,6Z)-8-(tert-butyldiphenylsilanyloxy)-2-hydroxy-6-methylocta-3,6-dienyl]-2,2-dimethyl-[1,3]dioxin-4-one

Guidance literature:: Multi-step reaction with 2 steps

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

2: SiCl₄; chiral Denmark's bisphosphoramide catalyst / CH₂Cl₂ / 18 h / -78 °C

With formic acid; tetrachlorosilane; chiral Denmark's bisphosphoramide catalyst; In dichloromethane; chloroform;
DOI:10.1002/anie.200500564

Reference yield:

: ((Z)-3-tributylstannylbut-2-enyloxy)(tert-butyl)diphenylsilane

: 860651-95-2
6-[(S,3E,6Z)-8-(tert-butyldiphenylsilanyloxy)-2-hydroxy-6-methylocta-3,6-dienyl]-2,2-dimethyl-[1,3]dioxin-4-one

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: SiCl₄; chiral Denmark's bisphosphoramide catalyst / CH₂Cl₂ / 18 h / -78 °C

With dichloro bis(acetonitrile) palladium(II); formic acid; tetrachlorosilane; chiral Denmark's bisphosphoramide catalyst; triphenylphosphine; In dichloromethane; chloroform;
DOI:10.1002/anie.200500564