Technology Process of (8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-hydroxy-pent-(1'E)-en-yl]-pregnane
There total 6 articles about (8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-hydroxy-pent-(1'E)-en-yl]-pregnane 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:
-
(R)-3-hydroxybutyl-triphenylphosphonium iodide;
With
n-butyllithium;
In
tetrahydrofuran;
at -20 ℃;
(20R)-des-A,B-8β-(benzoyloxy)-23,24-dinorcholan-22-al;
In
tetrahydrofuran;
at -20 - 20 ℃;
for 21h;
- Guidance literature:
-
C22H24OP(1+)*Br(1-);
With
n-butyllithium;
In
tetrahydrofuran;
at -20 ℃;
for 1h;
(20R)-des-A,B-8β-(benzoyloxy)-23,24-dinorcholan-22-al;
In
tetrahydrofuran;
at -20 - 20 ℃;
for 22h;
diastereoselective reaction;
DOI:10.1016/j.steroids.2014.01.012
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: pyridine / dmap / 24 h / 0 - 4 °C
1.2: 3 h / 20 °C
2.1: triethylamine; pyridine-SO3 complex / dichloromethane; dimethyl sulfoxide / 1 h / 0 °C / Inert atmosphere
3.1: tetra(n-butyl)ammonium hydroxide / dichloromethane; water / 16 h / 20 °C / Inert atmosphere
4.1: n-butyllithium / tetrahydrofuran / 1 h / -20 °C
4.2: 21 h / -20 - 20 °C
With
pyridine; n-butyllithium; pyridine-SO3 complex; tetra(n-butyl)ammonium hydroxide; triethylamine;
dmap;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;
