Technology Process of (2S,3S,4R)-1-benzyloxy-3,4-bis-(tert-butyldimethylsilyloxy)-2-hexacosanoylamino-octadecane
There total 11 articles about (2S,3S,4R)-1-benzyloxy-3,4-bis-(tert-butyldimethylsilyloxy)-2-hexacosanoylamino-octadecane 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:
-
With
4-methyl-morpholine; dmap;
In
tetrahydrofuran;
at -20 - 20 ℃;
for 5h;
Inert atmosphere;
DOI:10.1016/j.tet.2012.05.120
- Guidance literature:
-
Multi-step reaction with 5 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
5.1: 4-methyl-morpholine; dmap / tetrahydrofuran / 5 h / -20 - 20 °C / Inert atmosphere
With
4-methyl-morpholine; 2,6-dimethylpyridine; hydrogenchloride; dmap; 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 8 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
8.1: 4-methyl-morpholine; dmap / tetrahydrofuran / 5 h / -20 - 20 °C / Inert atmosphere
With
4-methyl-morpholine; 2,6-dimethylpyridine; hydrogenchloride; dmap; 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
