Technology Process of 1α,3β-bis(tert-butyldimethylsilyloxy)-9,10-secocholesta-5,7,10(19)-triene
There total 24 articles about 1α,3β-bis(tert-butyldimethylsilyloxy)-9,10-secocholesta-5,7,10(19)-triene 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:
-
[(2Z)-2-[(3S,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide;
With
n-butyllithium;
In
tetrahydrofuran;
at -75 ℃;
for 0.0833333h;
Grundmann's ketone;
In
tetrahydrofuran;
at -75 - 20 ℃;
for 2h;
DOI:10.1248/cpb.48.215
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 96 percent / PPh3 / CH2Cl2 / 0.05 h / 20 °C
2.1: n-BuLi / tetrahydrofuran; hexane / 1.5 h / -78 - 20 °C
2.2: 100 percent / tetrahydrofuran; hexane / 0.33 h / -78 °C
3.1: pyridine / CH2Cl2 / 2 h / 20 °C
4.1: 98 percent / n-Bu3SnH; 2,2-azabisisobutyronitrile / toluene / 3 h / Heating
5.1: 68 percent / 6N HCl / tetrahydrofuran / 7 h / Heating
6.1: 56 percent / PCC; Celite / CH2Cl2 / 1.5 h / 20 °C
7.1: 100 percent / H2 / 5 percent Pd/C / ethyl acetate / 0.5 h / 20 °C
8.1: n-BuLi / tetrahydrofuran / 0.08 h / -75 °C
8.2: 46 percent / tetrahydrofuran / 2 h / -75 - 20 °C
With
pyridine; hydrogenchloride; n-butyllithium; 2,2'-azobis(isobutyronitrile); Celite; hydrogen; tri-n-butyl-tin hydride; triphenylphosphine; pyridinium chlorochromate;
palladium on activated charcoal;
In
tetrahydrofuran; hexane; dichloromethane; ethyl acetate; toluene;
DOI:10.1248/cpb.48.215
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 100 percent / H2 / 5 percent Pd/C / ethyl acetate / 0.5 h / 20 °C
2.1: n-BuLi / tetrahydrofuran / 0.08 h / -75 °C
2.2: 46 percent / tetrahydrofuran / 2 h / -75 - 20 °C
With
n-butyllithium; hydrogen;
palladium on activated charcoal;
In
tetrahydrofuran; ethyl acetate;
DOI:10.1248/cpb.48.215
