Technology Process of ethyl 2-{(1S,2R,5S,6S)-2-[(E)-6-iodo-3-oxohepta-1,6-dien-1-yl]-2,6-dimethyl-5-triisopropylsilyloxycyclohexyl}acetate
There total 4 articles about ethyl 2-{(1S,2R,5S,6S)-2-[(E)-6-iodo-3-oxohepta-1,6-dien-1-yl]-2,6-dimethyl-5-triisopropylsilyloxycyclohexyl}acetate 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:
- Guidance literature:
-
dimethyl (5-iodo-2-oxohex-5-en-1-yl)phosphonate;
With
sodium hydride;
In
1,4-dioxane;
at 20 ℃;
for 0.166667h;
Inert atmosphere;
ethyl 2-((1S,2S,5S,6S)-2-formyl-2,6-dimethyl-5-((triisopropylsilyl)oxy)cyclohexyl)acetate;
In
1,4-dioxane;
at 110 ℃;
for 3h;
Inert atmosphere;
DOI:10.1016/j.tetlet.2014.01.071
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere
1.2: 1 h / -78 °C / Inert atmosphere
2.1: sodium hydride / 1,4-dioxane / 0.17 h / 20 °C / Inert atmosphere
2.2: 3 h / 110 °C / Inert atmosphere
With
n-butyllithium; sodium hydride;
In
tetrahydrofuran; 1,4-dioxane; hexane;
2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.tetlet.2014.01.071
- Guidance literature:
-
Multi-step reaction with 4 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
With
triethylsilane; palladium diacetate; L-Selectride; sodium hydride; potassium carbonate;
In
tetrahydrofuran; 1,4-dioxane; N,N,N,N,N,N-hexamethylphosphoric triamide; 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
