Technology Process of tert-butyl((1E,3E,5R,7R,8S)-9-(3,4-dimethoxybenzyloxy)-1-iodo-7-methoxy-8-methylnona-1,3-dien-5-yloxy)dimethylsilane
There total 6 articles about tert-butyl((1E,3E,5R,7R,8S)-9-(3,4-dimethoxybenzyloxy)-1-iodo-7-methoxy-8-methylnona-1,3-dien-5-yloxy)dimethylsilane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1E,3E,5R,7R,8S)-9-(3,4-dimethoxybenzyloxy)-1-iodo-7-methoxy-8-methylnona-1,3-dien-5-ol;
With
1H-imidazole;
In
dichloromethane;
at 20 ℃;
for 0.25h;
Inert atmosphere;
tert-butyldimethylsilyl chloride;
at 20 ℃;
for 2h;
Inert atmosphere;
DOI:10.1021/ol102425n
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triethylamine; (-)-diisopinocamphenylborane chloride / diethyl ether / 0.5 h / 0 °C / Inert atmosphere
1.2: 16.5 h / -78 - -20 °C / Inert atmosphere
2.1: samarium diiodide / tetrahydrofuran / 0.75 h / -20 °C / Inert atmosphere
3.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
4.1: methanol; potassium carbonate / 16 h / 20 °C / Inert atmosphere
5.1: 1H-imidazole / dichloromethane / 0.25 h / 20 °C / Inert atmosphere
5.2: 2 h / 20 °C / Inert atmosphere
With
1H-imidazole; methanol; samarium diiodide; potassium carbonate; triethylamine; (-)-diisopinocamphenylborane chloride;
In
tetrahydrofuran; diethyl ether; dichloromethane;
2.1: Evans-Tishchenko reduction;
DOI:10.1021/ol102425n
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: samarium diiodide / tetrahydrofuran / 0.75 h / -20 °C / Inert atmosphere
2.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
3.1: methanol; potassium carbonate / 16 h / 20 °C / Inert atmosphere
4.1: 1H-imidazole / dichloromethane / 0.25 h / 20 °C / Inert atmosphere
4.2: 2 h / 20 °C / Inert atmosphere
With
1H-imidazole; methanol; samarium diiodide; potassium carbonate;
In
tetrahydrofuran; dichloromethane;
1.1: Evans-Tishchenko reduction;
DOI:10.1021/ol102425n
