Silane, (1,1-dimethylethyl)[[(1S,4Z,6E)-1-methyl-9-(2S)-oxiranyl-4,6-nonadienyl] oxy]diphenyl-

Base Information

Chemical Name:Silane, (1,1-dimethylethyl)[[(1S,4Z,6E)-1-methyl-9-(2S)-oxiranyl-4,6-nonadienyl] oxy]diphenyl-
CAS No.:203387-48-8
Molecular Formula:C28H38O2Si
Molecular Weight:434.694
Hs Code.:

Synonyms:

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Chemical Property of Silane, (1,1-dimethylethyl)[[(1S,4Z,6E)-1-methyl-9-(2S)-oxiranyl-4,6-nonadienyl] oxy]diphenyl-

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Technology Process of Silane, (1,1-dimethylethyl)[[(1S,4Z,6E)-1-methyl-9-(2S)-oxiranyl-4,6-nonadienyl] oxy]diphenyl-

There total 18 articles about Silane, (1,1-dimethylethyl)[[(1S,4Z,6E)-1-methyl-9-(2S)-oxiranyl-4,6-nonadienyl] oxy]diphenyl- 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: 66.0%

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

: 203387-48-8
tert-Butyl-((4Z,6E)-(S)-1-methyl-9-(S)-oxiranyl-nona-4,6-dienyloxy)-diphenyl-silane

Guidance literature:: With sodium hydride; N-tosylimidazole; In N,N-dimethyl-formamide; at -10 - 0 ℃; for 1h;
DOI:10.1021/jo035391p

Reference yield:

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

: 203387-48-8
tert-Butyl-((4Z,6E)-(S)-1-methyl-9-(S)-oxiranyl-nona-4,6-dienyloxy)-diphenyl-silane

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: 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

10.1: 66 percent / NaH; p-tosylimidazole / dimethylformamide / 1 h / -10 - 0 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; nickel; sodium hydride; diisobutylaluminium hydride; magnesium; ethylene dibromide; N-butylamine; triphenylphosphine; N-tosylimidazole; trifluoroacetic acid; lithium bromide; zinc; copper(I) bromide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; 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

: 203387-48-8
tert-Butyl-((4Z,6E)-(S)-1-methyl-9-(S)-oxiranyl-nona-4,6-dienyloxy)-diphenyl-silane

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: 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

9.1: 66 percent / NaH; p-tosylimidazole / dimethylformamide / 1 h / -10 - 0 °C

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