4,6-Undecadienal, 10-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (4E,6Z,10S)-

Base Information

Chemical Name:4,6-Undecadienal, 10-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (4E,6Z,10S)-
CAS No.:203387-33-1
Molecular Formula:C27H36O2Si
Molecular Weight:420.667
Hs Code.:

Synonyms:

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Chemical Property of 4,6-Undecadienal, 10-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (4E,6Z,10S)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 4,6-Undecadienal, 10-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (4E,6Z,10S)-

There total 11 articles about 4,6-Undecadienal, 10-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (4E,6Z,10S)- 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: 94.0%

: 668461-30-1
ethyl (4E,6Z,10S)-10-(tert-butyl(diphenyl)silyloxy)undeca-4,6-dienoate

: 203387-33-1
(4E,6Z,10S)-10-(tert-butyl(diphenyl)silyloxy)undeca-4,6-dienal

Guidance literature:: With diisobutylaluminium hydride; In diethyl ether; toluene; at -90 ℃; for 2h;
DOI:10.1021/jo035391p

Reference yield:

: 102732-44-5
ethyl (S)-2-(tert-butyldiphenylsilyloxy)propanoate

: 203387-33-1
(4E,6Z,10S)-10-(tert-butyl(diphenyl)silyloxy)undeca-4,6-dienal

Guidance literature:: Multi-step reaction with 10 steps

1.1: DIBAL-H / diethyl ether; toluene / 2 h / -90 °C

2.1: NaH / tetrahydrofuran / 2 h

2.2: 75 percent / diethyl ether / 16 h / 22 °C

3.1: 83 percent / H₂; Raney nickel / methanol / 4500.36 Torr

4.1: 94 percent / DIBAL-H / diethyl ether; toluene / 2 h / -90 °C

5.1: triphenylphosphine; Zn / CH₂Cl₂ / 16 h / 20 °C

5.2: 75 percent / pyridine / CH₂Cl₂ / 2 h

6.1: 91 percent / Mg; 1,2-dibromoethane / tetrahydrofuran / Heating

7.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

7.2: LiBr / tetrahydrofuran; hexane / 0.33 h / 20 °C

7.3: 89 percent / tetrahydrofuran; hexane / 2 h / -78 °C

8.1: propionic acid / xylene / 2 h / Heating

9.1: 94 percent / Zn; 1,2-dibromoethane; LiBr / CuBr / tetrahydrofuran / 2 h / Heating

10.1: 94 percent / DIBAL-H / diethyl ether; toluene / 2 h / -90 °C

With n-butyllithium; hydrogen; nickel; sodium hydride; diisobutylaluminium hydride; magnesium; propionic acid; ethylene dibromide; triphenylphosphine; lithium bromide; zinc; copper(I) bromide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene; xylene; 2.1: Horner-Wadsworth-Simmons olefination / 8.1: Johnson-Claisen rearrangement;
DOI:10.1021/jo035391p

Reference yield:

: 87696-33-1
(S)-2-(O-tert-butyldiphenylsilyloxy)propanal

: 203387-33-1
(4E,6Z,10S)-10-(tert-butyl(diphenyl)silyloxy)undeca-4,6-dienal

Guidance literature:: Multi-step reaction with 9 steps

1.1: NaH / tetrahydrofuran / 2 h

1.2: 75 percent / diethyl ether / 16 h / 22 °C

2.1: 83 percent / H₂; Raney nickel / methanol / 4500.36 Torr

3.1: 94 percent / DIBAL-H / diethyl ether; toluene / 2 h / -90 °C

4.1: triphenylphosphine; Zn / CH₂Cl₂ / 16 h / 20 °C

4.2: 75 percent / pyridine / CH₂Cl₂ / 2 h

5.1: 91 percent / Mg; 1,2-dibromoethane / tetrahydrofuran / Heating

6.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

6.2: LiBr / tetrahydrofuran; hexane / 0.33 h / 20 °C

6.3: 89 percent / tetrahydrofuran; hexane / 2 h / -78 °C

7.1: propionic acid / xylene / 2 h / Heating

8.1: 94 percent / Zn; 1,2-dibromoethane; LiBr / CuBr / tetrahydrofuran / 2 h / Heating

9.1: 94 percent / DIBAL-H / diethyl ether; toluene / 2 h / -90 °C

With n-butyllithium; hydrogen; nickel; sodium hydride; diisobutylaluminium hydride; magnesium; propionic acid; ethylene dibromide; triphenylphosphine; lithium bromide; zinc; copper(I) bromide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene; xylene; 1.1: Horner-Wadsworth-Simmons olefination / 7.1: Johnson-Claisen rearrangement;
DOI:10.1021/jo035391p