5,7-Dodecadiene-1,2-diol, 11-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (2S,5E,7Z,11S)-

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Chemical Name:5,7-Dodecadiene-1,2-diol, 11-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (2S,5E,7Z,11S)-
CAS No.:668461-35-6
Molecular Formula:C28H40O3Si
Molecular Weight:452.709
Hs Code.:

Synonyms:

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Chemical Property of 5,7-Dodecadiene-1,2-diol, 11-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (2S,5E,7Z,11S)-

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Technology Process of 5,7-Dodecadiene-1,2-diol, 11-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (2S,5E,7Z,11S)-

There total 13 articles about 5,7-Dodecadiene-1,2-diol, 11-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (2S,5E,7Z,11S)- 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: 73.0%

: 668461-10-7
tert-Butyl-[(4Z,6E)-(S)-9-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methyl-nona-4,6-dienyloxy]-diphenyl-silane

: 668461-35-6
(5E,7Z)-(2S,11S)-11-(tert-Butyl-diphenyl-silanyloxy)-dodeca-5,7-diene-1,2-diol

Guidance literature:: With trifluoroacetic acid; In tetrahydrofuran; water; at 20 ℃; for 24h;
DOI:10.1021/jo035391p

Reference yield:

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

: 668461-35-6
(5E,7Z)-(2S,11S)-11-(tert-Butyl-diphenyl-silanyloxy)-dodeca-5,7-diene-1,2-diol

Guidance literature:: Multi-step reaction with 9 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: 86 percent / butylamine; Pd(PPh₃)4; CuI / benzene / 12 h / 22 °C

8.1: 90 percent / Zn; 1,2-dibromoethane; LiBr / CuBr / tetrahydrofuran / 2 h / Heating

9.1: 73 percent / CF₃CO₂H / tetrahydrofuran; H₂O / 24 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; nickel; sodium hydride; diisobutylaluminium hydride; magnesium; ethylene dibromide; N-butylamine; triphenylphosphine; trifluoroacetic acid; lithium bromide; zinc; copper(I) bromide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; benzene; 2.1: Horner-Wadsworth-Simmons olefination / 7.1: Castro-Sonogashira coupling;
DOI:10.1021/jo035391p

Reference yield:

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

: 668461-35-6
(5E,7Z)-(2S,11S)-11-(tert-Butyl-diphenyl-silanyloxy)-dodeca-5,7-diene-1,2-diol

Guidance literature:: Multi-step reaction with 8 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: 86 percent / butylamine; Pd(PPh₃)4; CuI / benzene / 12 h / 22 °C

7.1: 90 percent / Zn; 1,2-dibromoethane; LiBr / CuBr / tetrahydrofuran / 2 h / Heating

8.1: 73 percent / CF₃CO₂H / tetrahydrofuran; H₂O / 24 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; nickel; sodium hydride; diisobutylaluminium hydride; magnesium; ethylene dibromide; N-butylamine; triphenylphosphine; trifluoroacetic acid; lithium bromide; zinc; copper(I) bromide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; benzene; 1.1: Horner-Wadsworth-Simmons olefination / 6.1: Castro-Sonogashira coupling;
DOI:10.1021/jo035391p