Technology Process of 11β-(phenylseleno)-3,3-(ethylenedioxy)eudesmano-13,6α-lactone
There total 5 articles about 11β-(phenylseleno)-3,3-(ethylenedioxy)eudesmano-13,6α-lactone 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:
-
3,3-ethylenedioxy-4β,5α,7α,11β-eudesman-12,6α-olide;
With
lithium diisopropyl amide;
In
tetrahydrofuran;
Inert atmosphere;
diphenyl diselenide;
With
N,N,N,N,N,N-hexamethylphosphoric triamide;
In
tetrahydrofuran;
Inert atmosphere;
DOI:10.1016/j.bioorg.2021.104642
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 69.1 percent / H2 / 2percent Pd/SrCO3 / ethyl acetate / 0.68 h / 760 Torr / Ambient temperature
2: 11.5 percent / aq. HCl / methanol / 15 h / Ambient temperature
3: 85 percent / p-toluenesulfonic acid / benzene / 24 h / Heating
4: 1.) lithium diisopropylamide (LDA), 2.) HMPA / 1.) THF, hexane, -78 deg C, 75 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) -40 deg C, 45 min
With
hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; toluene-4-sulfonic acid; lithium diisopropyl amide;
Pd/SrCO3;
In
methanol; ethyl acetate; benzene;
DOI:10.1021/jo00230a028
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 85 percent / p-toluenesulfonic acid / benzene / 24 h / Heating
2: 1.) lithium diisopropylamide (LDA), 2.) HMPA / 1.) THF, hexane, -78 deg C, 75 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) -40 deg C, 45 min
With
N,N,N,N,N,N-hexamethylphosphoric triamide; toluene-4-sulfonic acid; lithium diisopropyl amide;
In
benzene;
DOI:10.1021/jo00230a028