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CAS No.: | 101373-01-7 |
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Name: | 4,6,10-Hexadecatrien-1-ol, (E,E,Z)- |
Article Data: | 37 |
Molecular Structure: | |
Formula: | C16H28O |
Molecular Weight: | 236.398 |
Synonyms: | (E,E,Z)-4,6,10-hexadecatriene-1-ol;4,6,10-Hexadecatrien-1-ol,(E,E,Z); |
PSA: | 20.23000 |
LogP: | 4.78800 |
(4E,6E,10Z)-hexadeca-4,6,10-trien-1-ol
Conditions | Yield |
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With ammonium hydroxide; lithium Concentration; | 83% |
(4E,6E,10Z)-hexadeca-4,6,10-trien-1-ol
Conditions | Yield |
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With lithium aluminium tetrahydride; diethylene glycol dimethyl ether In tetrahydrofuran at 117 - 121℃; for 24h; Inert atmosphere; stereoselective reaction; | 74% |
(Z)-4-decen-1-ol
(4E,6E,10Z)-hexadeca-4,6,10-trien-1-ol
Conditions | Yield |
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Multi-step reaction with 4 steps 1.1: pyridinium chlorochromate; silica gel / dichloromethane / 5 h / 20 °C / Inert atmosphere 2.1: triphenylphosphine / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere 2.2: 20 °C / Cooling; Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; diethylamine / 12 h / Inert atmosphere 4.1: lithium aluminium tetrahydride; diethylene glycol dimethyl ether / tetrahydrofuran / 24 h / 117 - 121 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 5 steps 1: pyridinium chlorochromate; silica gel / dichloromethane / 5 h / 20 °C / Inert atmosphere 2: triphenylphosphine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere 3: n-butyllithium / tetrahydrofuran; hexane / 20 °C / Inert atmosphere; Cooling 4: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; diethylamine / 12 h / Inert atmosphere 5: lithium aluminium tetrahydride; diethylene glycol dimethyl ether / tetrahydrofuran / 24 h / 117 - 121 °C / Inert atmosphere View Scheme |
(Z)-4-decenal
(4E,6E,10Z)-hexadeca-4,6,10-trien-1-ol
Conditions | Yield |
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Multi-step reaction with 3 steps 1.1: triphenylphosphine / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere 1.2: 20 °C / Cooling; Inert atmosphere 2.1: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; diethylamine / 12 h / Inert atmosphere 3.1: lithium aluminium tetrahydride; diethylene glycol dimethyl ether / tetrahydrofuran / 24 h / 117 - 121 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1: triphenylphosphine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere 2: n-butyllithium / tetrahydrofuran; hexane / 20 °C / Inert atmosphere; Cooling 3: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; diethylamine / 12 h / Inert atmosphere 4: lithium aluminium tetrahydride; diethylene glycol dimethyl ether / tetrahydrofuran / 24 h / 117 - 121 °C / Inert atmosphere View Scheme |
(4E,6E,10Z)-hexadeca-4,6,10-trien-1-ol
Conditions | Yield |
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Multi-step reaction with 3 steps 1: n-butyllithium / tetrahydrofuran; hexane / 20 °C / Inert atmosphere; Cooling 2: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; diethylamine / 12 h / Inert atmosphere 3: lithium aluminium tetrahydride; diethylene glycol dimethyl ether / tetrahydrofuran / 24 h / 117 - 121 °C / Inert atmosphere View Scheme |
(4E,6E,10Z)-hexadeca-4,6,10-trien-1-ol
Conditions | Yield |
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Multi-step reaction with 3 steps 1: sodium tetrahydroborate / methanol / 3 h / 0 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; diethylamine / 12 h / Inert atmosphere 3: lithium aluminium tetrahydride; diethylene glycol dimethyl ether / tetrahydrofuran / 24 h / 117 - 121 °C / Inert atmosphere View Scheme |
(4E,6E,10Z)-hexadeca-4,6,10-trien-1-ol
Conditions | Yield |
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Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; diethylamine / 12 h / Inert atmosphere 2: lithium aluminium tetrahydride; diethylene glycol dimethyl ether / tetrahydrofuran / 24 h / 117 - 121 °C / Inert atmosphere View Scheme |
(4E,6E,10Z)-hexadeca-4,6,10-trien-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; diethylamine / 12 h / Inert atmosphere 2: lithium aluminium tetrahydride; diethylene glycol dimethyl ether / tetrahydrofuran / 24 h / 117 - 121 °C / Inert atmosphere View Scheme |
hexyltriphenylphosphonium bromide
(4E,6E,10Z)-hexadeca-4,6,10-trien-1-ol
Conditions | Yield |
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Multi-step reaction with 6 steps 1.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 2.1: water; hydrogenchloride / dichloromethane / 5 h / 20 °C 2.2: 11 h / -78 - 20 °C 3.1: pyridinium chlorochromate; silica gel / dichloromethane / 5 h / 20 °C / Inert atmosphere 4.1: triphenylphosphine / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere 4.2: 20 °C / Cooling; Inert atmosphere 5.1: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; diethylamine / 12 h / Inert atmosphere 6.1: lithium aluminium tetrahydride; diethylene glycol dimethyl ether / tetrahydrofuran / 24 h / 117 - 121 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 7 steps 1.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 2.1: water; hydrogenchloride / dichloromethane / 5 h / 20 °C 2.2: 11 h / -78 - 20 °C 3.1: pyridinium chlorochromate; silica gel / dichloromethane / 5 h / 20 °C / Inert atmosphere 4.1: triphenylphosphine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere 5.1: n-butyllithium / tetrahydrofuran; hexane / 20 °C / Inert atmosphere; Cooling 6.1: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; diethylamine / 12 h / Inert atmosphere 7.1: lithium aluminium tetrahydride; diethylene glycol dimethyl ether / tetrahydrofuran / 24 h / 117 - 121 °C / Inert atmosphere View Scheme |
hexylidenetriphenylphosphoran
(4E,6E,10Z)-hexadeca-4,6,10-trien-1-ol
Conditions | Yield |
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Multi-step reaction with 5 steps 1.1: water; hydrogenchloride / dichloromethane / 5 h / 20 °C 1.2: 11 h / -78 - 20 °C 2.1: pyridinium chlorochromate; silica gel / dichloromethane / 5 h / 20 °C / Inert atmosphere 3.1: triphenylphosphine / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere 3.2: 20 °C / Cooling; Inert atmosphere 4.1: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; diethylamine / 12 h / Inert atmosphere 5.1: lithium aluminium tetrahydride; diethylene glycol dimethyl ether / tetrahydrofuran / 24 h / 117 - 121 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 6 steps 1.1: water; hydrogenchloride / dichloromethane / 5 h / 20 °C 1.2: 11 h / -78 - 20 °C 2.1: pyridinium chlorochromate; silica gel / dichloromethane / 5 h / 20 °C / Inert atmosphere 3.1: triphenylphosphine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere 4.1: n-butyllithium / tetrahydrofuran; hexane / 20 °C / Inert atmosphere; Cooling 5.1: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; diethylamine / 12 h / Inert atmosphere 6.1: lithium aluminium tetrahydride; diethylene glycol dimethyl ether / tetrahydrofuran / 24 h / 117 - 121 °C / Inert atmosphere View Scheme |