Technology Process of (2R,3R,4R,5R)-tert-butyl 2-(5-(benzyloxy)pentyl)-3,4,5-trihydroxypiperidine-1-carboxylate
There total 9 articles about (2R,3R,4R,5R)-tert-butyl 2-(5-(benzyloxy)pentyl)-3,4,5-trihydroxypiperidine-1-carboxylate 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
N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl-formamide;
at 40 ℃;
Inert atmosphere;
DOI:10.1039/c4md00074a
- Guidance literature:
-
Multi-step reaction with 2 steps
1: hydrogen; 20% palladium hydroxide-activated charcoal / methanol / 12 h
2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 40 °C / Inert atmosphere
With
20% palladium hydroxide-activated charcoal; hydrogen; N-ethyl-N,N-diisopropylamine;
In
methanol; N,N-dimethyl-formamide;
DOI:10.1039/c4md00074a
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 4 h / 80 °C
2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -78 - 20 °C / Inert atmosphere
2.2: 15 h / -78 - 20 °C / Inert atmosphere
3.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 16 h
4.1: acetic acid / water / 1 h / 60 °C
5.1: thionyl chloride; pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere
6.1: sodium azide / N,N-dimethyl-formamide / 16 h / 105 °C / Inert atmosphere
7.1: Dowex 50WX8100 (H+) resin / water; acetonitrile / 3 h / Reflux
8.1: hydrogen; 20% palladium hydroxide-activated charcoal / methanol / 12 h
9.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 40 °C / Inert atmosphere
With
pyridine; thionyl chloride; sodium azide; palladium 10% on activated carbon; 20% palladium hydroxide-activated charcoal; hydrogen; sodium hexamethyldisilazane; acetic acid; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c4md00074a
