Technology Process of ((2R,3S,4S)-3-(benzyloxy)-4-(benzyloxymethyl)-1-butylazetidin-2-yl)methanol
There total 10 articles about ((2R,3S,4S)-3-(benzyloxy)-4-(benzyloxymethyl)-1-butylazetidin-2-yl)methanol 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:
-
pentanal; (2R,3R,4S)-3-(benzyloxy)-2-(benzyloxymethyl)-4-((tertbutyldimethylsilyloxy)methyl)azetidine;
With
sodium tris(acetoxy)borohydride;
In
1,2-dichloro-ethane;
at 20 ℃;
for 16h;
Inert atmosphere;
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 20 ℃;
for 4h;
Inert atmosphere;
DOI:10.1021/jo202054g
- Guidance literature:
-
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium azide; ammonium chloride / 2-methoxy-ethanol; water / Reflux
2.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 1 h / 20 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran
4.1: triethylamine / dichloromethane / 20 °C
5.1: hydrogenchloride / methanol / 40 °C
6.1: triethylamine; dmap / dichloromethane
7.1: triphenylphosphine; di-isopropyl azodicarboxylate / dichloromethane / 20 °C
7.2: -60 °C
8.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 °C
9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
With
hydrogenchloride; dmap; lithium aluminium tetrahydride; sodium azide; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium tris(acetoxy)borohydride; sodium hydride; ammonium chloride; triethylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; dichloromethane; 2-methoxy-ethanol; water; 1,2-dichloro-ethane;
