Technology Process of (E)-6β-<((triisopropylsilyl)oxy)methyl>-12-(2-hydroxyethylidene)-7-((4-methoxyphenyl)sulfonyl)-1,2,3aβ,4,5β,6,6a,7-octahydro-3,5-ethano-3H-pyrrolo<2,3-d>carbazole
There total 9 articles about (E)-6β-<((triisopropylsilyl)oxy)methyl>-12-(2-hydroxyethylidene)-7-((4-methoxyphenyl)sulfonyl)-1,2,3aβ,4,5β,6,6a,7-octahydro-3,5-ethano-3H-pyrrolo<2,3-d>carbazole 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:
-
With
diisobutylaluminium hydride;
In
dichloromethane;
at 25 ℃;
for 0.333333h;
DOI:10.1021/ja00071a025
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 72 percent / N-methylmorpholine N-oxide, osmium tetroxide / 2-methyl-propan-2-ol; tetrahydrofuran; H2O / 2 h / 25 °C
2: 56 percent / lithium borohydride / tetrahydrofuran / 16 h / Heating
3: trifluoroacetic acid, periodic acid / methanol; H2O / 3 h / 25 °C
4: 69 percent / DBU / CH2Cl2 / 0.5 h / 25 °C
5: 1.) potassium hexamethyldisilazide / 1.) THF, 25 deg C, 20 min, 2.) THF, 25 deg C, 42 h
6: 31 percent / DIBAL / CH2Cl2 / 0.33 h / 25 °C
With
osmium(VIII) oxide; lithium borohydride; potassium hexamethylsilazane; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; periodic acid; trifluoroacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ja00071a025
- Guidance literature:
-
Multi-step reaction with 4 steps
1: trifluoroacetic acid, periodic acid / methanol; H2O / 3 h / 25 °C
2: 69 percent / DBU / CH2Cl2 / 0.5 h / 25 °C
3: 1.) potassium hexamethyldisilazide / 1.) THF, 25 deg C, 20 min, 2.) THF, 25 deg C, 42 h
4: 31 percent / DIBAL / CH2Cl2 / 0.33 h / 25 °C
With
potassium hexamethylsilazane; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; periodic acid; trifluoroacetic acid;
In
methanol; dichloromethane; water;
DOI:10.1021/ja00071a025