(5S,8S,9S,E)-8-(dimethyl(phenyl)silyl)-10-ethoxy-9-hydroxy-6-methyl-5-(trimethylsilyl)dec-6-enal

Base Information

Chemical Name:(5S,8S,9S,E)-8-(dimethyl(phenyl)silyl)-10-ethoxy-9-hydroxy-6-methyl-5-(trimethylsilyl)dec-6-enal
CAS No.:1404099-12-2
Molecular Formula:C₂₄H₄₂O₃Si₂
Molecular Weight:434.767
Hs Code.:

Synonyms:(5S,8S,9S,E)-8-(dimethyl(phenyl)silyl)-10-ethoxy-9-hydroxy-6-methyl-5-(trimethylsilyl)dec-6-enal

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Chemical Property of (5S,8S,9S,E)-8-(dimethyl(phenyl)silyl)-10-ethoxy-9-hydroxy-6-methyl-5-(trimethylsilyl)dec-6-enal

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Technology Process of (5S,8S,9S,E)-8-(dimethyl(phenyl)silyl)-10-ethoxy-9-hydroxy-6-methyl-5-(trimethylsilyl)dec-6-enal

There total 3 articles about (5S,8S,9S,E)-8-(dimethyl(phenyl)silyl)-10-ethoxy-9-hydroxy-6-methyl-5-(trimethylsilyl)dec-6-enal 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: 60.0%

: 1404098-91-4
(5S,8S,9S,E)-5-(dimethyl(phenyl)silyl)-10-ethoxy-6-methyl-5-(trimethylsilyl)dec-6-ene-1,9-diol

: 1404099-12-2
(5S,8S,9S,E)-8-(dimethyl(phenyl)silyl)-10-ethoxy-9-hydroxy-6-methyl-5-(trimethylsilyl)dec-6-enal

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; In dichloromethane; at 20 ℃; for 7h; Inert atmosphere;
DOI:10.1021/ja3083945

Reference yield:

: 1404098-83-4
C₁₃H₂₀O₂Si

: 1404099-12-2
(5S,8S,9S,E)-8-(dimethyl(phenyl)silyl)-10-ethoxy-9-hydroxy-6-methyl-5-(trimethylsilyl)dec-6-enal

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium; diethylaluminium chloride / pentane / 0 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: n-butyllithium; cyclopentylmagnesium chloride; triisopropoxytitanium(IV) chloride / diethyl ether; hexane / 4 h / -78 - 0 °C / Inert atmosphere

2.2: -78 - 0 °C / Inert atmosphere

3.1: [bis(acetoxy)iodo]benzene; 2,2,6,6-tetramethyl-piperidine-N-oxyl / dichloromethane / 7 h / 20 °C / Inert atmosphere

With triisopropoxytitanium(IV) chloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; n-butyllithium; [bis(acetoxy)iodo]benzene; diethylaluminium chloride; cyclopentylmagnesium chloride; In diethyl ether; hexane; dichloromethane; pentane;
DOI:10.1021/ja3083945

Reference yield:

: 1404098-84-5
(2S,3S)-3-(dimethyl(phenyl)silyl)-1-ethoxyhex-4-yn-2-ol

: 1404099-12-2
(5S,8S,9S,E)-8-(dimethyl(phenyl)silyl)-10-ethoxy-9-hydroxy-6-methyl-5-(trimethylsilyl)dec-6-enal

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium; cyclopentylmagnesium chloride; triisopropoxytitanium(IV) chloride / diethyl ether; hexane / 4 h / -78 - 0 °C / Inert atmosphere

1.2: -78 - 0 °C / Inert atmosphere

2.1: [bis(acetoxy)iodo]benzene; 2,2,6,6-tetramethyl-piperidine-N-oxyl / dichloromethane / 7 h / 20 °C / Inert atmosphere

With triisopropoxytitanium(IV) chloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; n-butyllithium; [bis(acetoxy)iodo]benzene; cyclopentylmagnesium chloride; In diethyl ether; hexane; dichloromethane;
DOI:10.1021/ja3083945