Technology Process of 2-{(1S,2R,5S,6S)-2-[(E)-6-iodo-3,3-dimethoxyhepta-1,6-dien-1-yl]-2,6-dimethyl-5-triisopropylsilyloxycyclohexyl}acetaldehyde
There total 8 articles about 2-{(1S,2R,5S,6S)-2-[(E)-6-iodo-3,3-dimethoxyhepta-1,6-dien-1-yl]-2,6-dimethyl-5-triisopropylsilyloxycyclohexyl}acetaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
pyridine; Dess-Martin periodane;
In
dichloromethane;
at 20 ℃;
for 0.166667h;
Inert atmosphere;
DOI:10.1016/j.tetlet.2014.01.071
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hydride / 1,4-dioxane / 0.17 h / 20 °C / Inert atmosphere
1.2: 3 h / 110 °C / Inert atmosphere
2.1: toluene-4-sulfonic acid; triethylamine / methanol / 0.17 h / 80 °C / Inert atmosphere
3.1: diisobutylaluminium hydride / hexane; dichloromethane / 2 h / Inert atmosphere; Cooling
4.1: Dess-Martin periodane; pyridine / dichloromethane / 0.17 h / 20 °C / Inert atmosphere
With
pyridine; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine;
In
1,4-dioxane; methanol; hexane; dichloromethane;
1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.tetlet.2014.01.071
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: L-Selectride / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide / -78 °C / Inert atmosphere
2.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 70 °C / Inert atmosphere
3.1: triethylsilane; palladium diacetate / acetone / 0.08 h / 20 °C / Inert atmosphere
4.1: sodium hydride / 1,4-dioxane / 0.17 h / 20 °C / Inert atmosphere
4.2: 3 h / 110 °C / Inert atmosphere
5.1: toluene-4-sulfonic acid; triethylamine / methanol / 0.17 h / 80 °C / Inert atmosphere
6.1: diisobutylaluminium hydride / hexane; dichloromethane / 2 h / Inert atmosphere; Cooling
7.1: Dess-Martin periodane; pyridine / dichloromethane / 0.17 h / 20 °C / Inert atmosphere
With
pyridine; triethylsilane; palladium diacetate; L-Selectride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine;
In
tetrahydrofuran; 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; N,N-dimethyl-formamide; acetone;
1.1: |Michael Addition / 3.1: |Fukuyama Reduction / 4.1: |Horner-Wadsworth-Emmons Olefination / 4.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.tetlet.2014.01.071