Technology Process of (1S,4aR,5S,7S,7aR)-1,4a,5,6,7,7a-hexahydro-5-(tert-butyldiphenylsilanyloxy)-7-methylcyclopenta[c]pyran-1-yl acetate
There total 5 articles about (1S,4aR,5S,7S,7aR)-1,4a,5,6,7,7a-hexahydro-5-(tert-butyldiphenylsilanyloxy)-7-methylcyclopenta[c]pyran-1-yl acetate 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:
-
(E)-(4S,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-oct-2-enedial;
With
L-proline;
In
dimethyl sulfoxide;
at 40 ℃;
for 5h;
acetic anhydride;
With
pyridine; dmap;
In
dimethyl sulfoxide;
at 0 ℃;
for 0.25h;
DOI:10.1021/ja050064f
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 97 percent / imidazole; DMAP / dimethylformamide / 12 h
2.1: 96 percent / diisobutylaluminum hydride / hexane; diethyl ether / 0.5 h / -78 °C
3.1: Dess-Martin periodinane / CH2Cl2 / 0.67 h
4.1: L-proline / dimethylsulfoxide / 5 h / 40 °C
4.2: 910 mg / pyridine; DMAP / dimethylsulfoxide / 0.25 h / 0 °C
With
1H-imidazole; dmap; diisobutylaluminium hydride; Dess-Martin periodane; L-proline;
In
diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
4.1: intramolecular Michael addition;
DOI:10.1021/ja050064f
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: Dess-Martin periodinane / CH2Cl2 / 0.67 h
2.1: L-proline / dimethylsulfoxide / 5 h / 40 °C
2.2: 910 mg / pyridine; DMAP / dimethylsulfoxide / 0.25 h / 0 °C
With
Dess-Martin periodane; L-proline;
In
dichloromethane; dimethyl sulfoxide;
2.1: intramolecular Michael addition;
DOI:10.1021/ja050064f
