Technology Process of (3R,4S,5S)-1-benzyl-4-fluoro-5-(hydroxymethyl)piperidin-3-ol
There total 10 articles about (3R,4S,5S)-1-benzyl-4-fluoro-5-(hydroxymethyl)piperidin-3-ol 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:
-
(S)-1-((3S,4S,5R)-1-benzyl-4-fluoro-5-hydroxypiperidin-3-yl)ethane-1,2-diol;
With
sodium periodate;
In
methanol; water;
at 20 ℃;
for 0.25h;
With
sodium tetrahydroborate;
In
methanol; water;
at 0 - 20 ℃;
DOI:10.1016/j.jfluchem.2011.05.031
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: trimethylaluminum; N,O-dimethylhydroxylamine*hydrochloride / dichloromethane
2.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 0.33 h / 0 °C
3.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere
3.2: 0 °C / Inert atmosphere
4.1: ozone / methanol; dichloromethane / -78 °C
4.2: 3 h / 20 °C
5.1: dmap; triethylamine / dichloromethane / 0 - 20 °C
6.1: 18 h / 80 °C
7.1: boron trichloride / dichloromethane / 3 h / 0 °C / Inert atmosphere
7.2: Inert atmosphere
8.1: sodium periodate / methanol; water / 0.25 h / 20 °C
8.2: 0 - 20 °C
With
dmap; sodium tetrahydroborate; sodium periodate; cerium(III) chloride heptahydrate; trimethylaluminum; N,O-dimethylhydroxylamine*hydrochloride; boron trichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; water; mineral oil;
DOI:10.1016/j.jfluchem.2011.05.031
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 0.33 h / 0 °C
2.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere
2.2: 0 °C / Inert atmosphere
3.1: ozone / methanol; dichloromethane / -78 °C
3.2: 3 h / 20 °C
4.1: dmap; triethylamine / dichloromethane / 0 - 20 °C
5.1: 18 h / 80 °C
6.1: boron trichloride / dichloromethane / 3 h / 0 °C / Inert atmosphere
6.2: Inert atmosphere
7.1: sodium periodate / methanol; water / 0.25 h / 20 °C
7.2: 0 - 20 °C
With
dmap; sodium tetrahydroborate; sodium periodate; cerium(III) chloride heptahydrate; boron trichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; water; mineral oil;
DOI:10.1016/j.jfluchem.2011.05.031
