Technology Process of (SS,2S)-N-Boc-1-phenyl-3-(benzylsulfinyl)propan-2-amine
There total 3 articles about (SS,2S)-N-Boc-1-phenyl-3-(benzylsulfinyl)propan-2-amine 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:
-
3-(benzylsulfinyl)propionic acid ethyl ester;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran; hexane;
at -78 ℃;
Inert atmosphere;
(2S)-2-[N-(tert-butoxycarbonyl)amino]-1-iodo-3-phenylpropane;
In
tetrahydrofuran; hexane;
at -78 ℃;
Temperature;
Overall yield = 54 %; Overall yield = 0.084 g; diastereoselective reaction;
Inert atmosphere;
Reflux;
DOI:10.1021/jo302769b
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: sodium periodate / methanol; water / 18 h / 0 - 20 °C
2.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / -78 °C / Inert atmosphere
2.2: -78 °C / Inert atmosphere; Reflux
With
sodium periodate; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; hexane; water;
DOI:10.1021/jo302769b
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: potassium carbonate / dichloromethane / 12 h / 20 °C
2.1: sodium periodate / methanol; water / 18 h / 0 - 20 °C
3.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / -78 °C / Inert atmosphere
3.2: -78 °C / Inert atmosphere; Reflux
With
sodium periodate; potassium carbonate; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1021/jo302769b