Technology Process of 20-oxo-5β-[9,12,12-(2)H3]pregnan-3α-yl (2S)-5-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]-5-oxo-pentanoate
There total 11 articles about 20-oxo-5β-[9,12,12-(2)H3]pregnan-3α-yl (2S)-5-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]-5-oxo-pentanoate 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:
-
Multi-step reaction with 7 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 - 20 °C
2.2: 20 °C
3.1: 2 h
4.1: tri-n-butyl-tin hydride; 1,1'-azobis(1-cyanocyclohexanenitrile) / toluene / 4 h / Reflux; Inert atmosphere
5.1: hydrogenchloride; water / 0.25 h
6.1: pyridine; sodium tetrahydroborate; sodium hydroxide / methanol; water / Cooling with ice
7.1: dmap; dicyclohexyl-carbodiimide / benzene / 12 h / 20 °C / Inert atmosphere
With
pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; water; tri-n-butyl-tin hydride; dicyclohexyl-carbodiimide; sodium hydroxide; 1,1'-azobis(1-cyanocyclohexanenitrile);
In
tetrahydrofuran; methanol; hexane; water; toluene; benzene;
4.1: Barton-McCombie reaction;
DOI:10.1016/j.steroids.2011.12.019
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 - 20 °C
1.2: 20 °C
2.1: 2 h
3.1: tri-n-butyl-tin hydride; 1,1'-azobis(1-cyanocyclohexanenitrile) / toluene / 4 h / Reflux; Inert atmosphere
4.1: hydrogenchloride; water / 0.25 h
5.1: pyridine; sodium tetrahydroborate; sodium hydroxide / methanol; water / Cooling with ice
6.1: dmap; dicyclohexyl-carbodiimide / benzene / 12 h / 20 °C / Inert atmosphere
With
pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; n-butyllithium; water; tri-n-butyl-tin hydride; dicyclohexyl-carbodiimide; sodium hydroxide; 1,1'-azobis(1-cyanocyclohexanenitrile);
In
tetrahydrofuran; methanol; hexane; water; toluene; benzene;
3.1: Barton-McCombie reaction;
DOI:10.1016/j.steroids.2011.12.019
