Technology Process of (SR,2R,3S)-2-(O-Boc)-3-(tert-butylsulfinyl)-3-phenylisoserine benzyl ester
There total 2 articles about (SR,2R,3S)-2-(O-Boc)-3-(tert-butylsulfinyl)-3-phenylisoserine benzyl ester 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:
-
benzyl (tert-butoxycarbonyl)oxycarbamate;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran;
at -70 ℃;
for 1.5h;
Inert atmosphere;
(R)-N-benzylidene-2-methylpropane-2-sulfinamide;
In
tetrahydrofuran;
at -70 ℃;
for 4.5h;
Inert atmosphere;
DOI:10.1016/j.bmc.2013.11.037
- Guidance literature:
-
Multi-step reaction with 6 steps
1: hydrogenchloride / water; ethyl acetate / 10 h / 20 °C
2: triethylamine / dichloromethane / 20 °C / Inert atmosphere
3: pyridinium p-toluenesulfonate / toluene / 4.33 h / 90 - 100 °C / Inert atmosphere
4: hydrogen; palladium(II) hydroxide / methanol / 1 h / 20 °C / 1034.32 Torr / Inert atmosphere
5: dicyclohexyl-carbodiimide; dmap; toluene-4-sulfonic acid / dichloromethane / 20 °C / Inert atmosphere
6: acetyl chloride / tetrahydrofuran; methanol / 2 h / 0 °C / Inert atmosphere
With
hydrogenchloride; dmap; hydrogen; palladium(II) hydroxide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; triethylamine; acetyl chloride; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1016/j.bmc.2013.11.037
