Technology Process of (3R,4R,5R)-1-(benzyloxy)-5-(hydroxymethyl)piperidine-3,4-diol
There total 19 articles about (3R,4R,5R)-1-(benzyloxy)-5-(hydroxymethyl)piperidine-3,4-diol 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
boron trichloride;
In
hexane; dichloromethane;
at 0 - 20 ℃;
for 5h;
Inert atmosphere;
DOI:10.1021/ol203213f
- Guidance literature:
-
(3R,4R,5R)-1,3-bis(benzyloxy)-5-((benzyloxy)methyl)-4-((2-naphthylmethyl)oxy)piperidine;
With
boron trichloride;
In
hexane; dichloromethane;
at 0 - 20 ℃;
Inert atmosphere;
In
methanol; hexane; dichloromethane;
Inert atmosphere;
DOI:10.1002/chem.201202374
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diisopinocampheylborane / tetrahydrofuran / -78 - -10 °C / Inert atmosphere
1.2: 24 h / 20 °C / Inert atmosphere
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C / Inert atmosphere
2.2: 0 - 20 °C / Inert atmosphere
3.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone / 2 h / 20 °C / Inert atmosphere
3.2: 3 h / Inert atmosphere
4.1: tetrahydrofuran; methanol / 2.5 h / 20 °C / Inert atmosphere; Molecular sieve
5.1: sodium cyanoborohydride; acetic acid / tetrahydrofuran; methanol / 20 h / 20 °C / Inert atmosphere
6.1: boron trichloride / hexane; dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere
With
osmium(VIII) oxide; water; boron trichloride; sodium hydride; sodium cyanoborohydride; acetic acid; 4-methylmorpholine N-oxide; diisopinocampheylborane;
In
tetrahydrofuran; methanol; hexane; dichloromethane; acetone; mineral oil;
DOI:10.1021/ol203213f
