10-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-diphenyl-silanyloxy)-11-methyl-dodeca-1,5-diene-4,8-diol

Base Information

Chemical Name:10-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-diphenyl-silanyloxy)-11-methyl-dodeca-1,5-diene-4,8-diol
CAS No.:781642-25-9
Molecular Formula:C₃₅H₅₆O₄Si₂
Molecular Weight:596.998
Hs Code.:

10-(<i>tert</i>-butyl-dimethyl-silanyloxy)-12-(<i>tert</i>-butyl-diphenyl-silanyloxy)-11-methyl-dodeca-1,5-diene-4,8-diol

Synonyms:10-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-diphenyl-silanyloxy)-11-methyl-dodeca-1,5-diene-4,8-diol

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Chemical Property of 10-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-diphenyl-silanyloxy)-11-methyl-dodeca-1,5-diene-4,8-diol

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Technology Process of 10-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-diphenyl-silanyloxy)-11-methyl-dodeca-1,5-diene-4,8-diol

There total 7 articles about 10-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-diphenyl-silanyloxy)-11-methyl-dodeca-1,5-diene-4,8-diol 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: 76.0%

: 24850-33-7
allyltributylstanane

: 781642-24-8
7-(tert-butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-8-methyl-non-2-enal

: 781642-25-9
10-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-diphenyl-silanyloxy)-11-methyl-dodeca-1,5-diene-4,8-diol

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃;
DOI:10.1021/ol048862i

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 781642-25-9
10-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-diphenyl-silanyloxy)-11-methyl-dodeca-1,5-diene-4,8-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / -78 °C

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: Me₂S / CH₂Cl₂

3.1: tetrahydrofuran / -40 °C

4.1: 82 percent / Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O) / CH₂Cl₂ / 25 °C

5.1: 76 percent / BF₃*Et₂O / CH₂Cl₂ / -78 °C

With 2,6-dimethylpyridine; Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O); boron trifluoride diethyl etherate; ozone; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol048862i

Reference yield:

: 92817-88-4
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

: 781642-25-9
10-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-diphenyl-silanyloxy)-11-methyl-dodeca-1,5-diene-4,8-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 87 percent / diethyl ether / -78 °C

2.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / -78 °C

3.1: O₃ / CH₂Cl₂ / -78 °C

3.2: Me₂S / CH₂Cl₂

4.1: tetrahydrofuran / -40 °C

5.1: 82 percent / Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O) / CH₂Cl₂ / 25 °C

6.1: 76 percent / BF₃*Et₂O / CH₂Cl₂ / -78 °C

With 2,6-dimethylpyridine; Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O); boron trifluoride diethyl etherate; ozone; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol048862i