Technology Process of (2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-(3-hydroxyprop-1-ynyl)piperidine
There total 5 articles about (2R,3S)-3-(tert-butyldiphenylsilyloxy)-2-(3-hydroxyprop-1-ynyl)piperidine 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
hydrogenchloride; indium;
In
ethanol;
at 80 - 100 ℃;
Inert atmosphere;
DOI:10.1021/jo3011914
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium tetrahydroborate; zinc(II) chloride; triethylamine / tetrahydrofuran / 4 h / 0 - 80 °C / Inert atmosphere
2.1: p-toluenesulfonyl chloride / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
2.2: 0 - 20 °C / Inert atmosphere
3.1: triethylamine; hydroxylamine hydrochloride / 4 h / Reflux; Inert atmosphere
4.1: manganese(IV) oxide / dichloromethane / 2 h / 0 °C / Inert atmosphere
5.1: n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 - 0 °C / Inert atmosphere
5.2: 1 h / -78 - 0 °C / Inert atmosphere
6.1: indium; hydrogenchloride / ethanol / 80 - 100 °C / Inert atmosphere
With
hydrogenchloride; manganese(IV) oxide; indium; sodium tetrahydroborate; n-butyllithium; hydroxylamine hydrochloride; triethylamine; p-toluenesulfonyl chloride; zinc(II) chloride;
In
tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1021/jo3011914
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 1H-imidazole / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
2.1: sodium tetrahydroborate; zinc(II) chloride; triethylamine / tetrahydrofuran / 4 h / 0 - 80 °C / Inert atmosphere
3.1: p-toluenesulfonyl chloride / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
3.2: 0 - 20 °C / Inert atmosphere
4.1: triethylamine; hydroxylamine hydrochloride / 4 h / Reflux; Inert atmosphere
5.1: manganese(IV) oxide / dichloromethane / 2 h / 0 °C / Inert atmosphere
6.1: n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 - 0 °C / Inert atmosphere
6.2: 1 h / -78 - 0 °C / Inert atmosphere
7.1: indium; hydrogenchloride / ethanol / 80 - 100 °C / Inert atmosphere
With
1H-imidazole; hydrogenchloride; manganese(IV) oxide; indium; sodium tetrahydroborate; n-butyllithium; hydroxylamine hydrochloride; triethylamine; p-toluenesulfonyl chloride; zinc(II) chloride;
In
tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1021/jo3011914
