Technology Process of (2S,3S,4R)-1-(benzyloxy)-3,4-bis(tert-butyldimethylsilyloxy)octadecan-2-amine
There total 9 articles about (2S,3S,4R)-1-(benzyloxy)-3,4-bis(tert-butyldimethylsilyloxy)octadecan-2-amine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
2,6-dimethylpyridine;
In
dichloromethane;
at 0 - 20 ℃;
Inert atmosphere;
DOI:10.1016/j.tet.2012.05.120
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: samarium diiodide / tetrahydrofuran; tert-butyl alcohol / 5 h / -78 °C / Inert atmosphere
2.1: hydrogenchloride / methanol / 4 h / 20 °C
3.1: sodium hydroxide / 1,4-dioxane; water / 2 h
3.2: 48 h / 20 °C
4.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C / Inert atmosphere
With
2,6-dimethylpyridine; hydrogenchloride; samarium diiodide; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tet.2012.05.120
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: n-butyllithium / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
1.2: 6 h / -78 - 20 °C / Inert atmosphere
2.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C
3.1: diisobutylaluminium hydride / toluene / 3 h / -78 °C / Inert atmosphere
3.2: 4 h / 20 °C / Saturated solution
4.1: samarium diiodide / tetrahydrofuran; tert-butyl alcohol / 5 h / -78 °C / Inert atmosphere
5.1: hydrogenchloride / methanol / 4 h / 20 °C
6.1: sodium hydroxide / 1,4-dioxane; water / 2 h
6.2: 48 h / 20 °C
7.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C / Inert atmosphere
With
2,6-dimethylpyridine; hydrogenchloride; n-butyllithium; samarium diiodide; palladium 10% on activated carbon; hydrogen; diisobutylaluminium hydride; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; toluene; tert-butyl alcohol;
1.1: Wittig reaction / 1.2: Wittig reaction;
DOI:10.1016/j.tet.2012.05.120