Technology Process of (Z)-6β-<((triisopropylsilyl)oxy)methyl>-12-(2-cyanomethylidene)-7-((4-methoxyphenyl)sulfonyl)-1,2,3aβ,4,5β,6,6a,7-octahydro-3,5-ethano-3H-pyrrolo<2,3-d>carbazole
There total 8 articles about (Z)-6β-<((triisopropylsilyl)oxy)methyl>-12-(2-cyanomethylidene)-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.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 60 percent / DBU / CH2Cl2 / -20 °C
2: 70 percent / SO3*pyridine, triethylamine, DMSO / 4 h / 25 °C
3: 60 percent / pyridine*HF/pyridine / 2 h / 0 °C
4: 72 percent / N-methylmorpholine N-oxide, osmium tetroxide / 2-methyl-propan-2-ol; tetrahydrofuran; H2O / 2 h / 25 °C
5: 56 percent / lithium borohydride / tetrahydrofuran / 16 h / Heating
6: trifluoroacetic acid, periodic acid / methanol; H2O / 3 h / 25 °C
7: 69 percent / DBU / CH2Cl2 / 0.5 h / 25 °C
8: 1.) potassium hexamethyldisilazide / 1.) THF, 25 deg C, 20 min, 2.) THF, 25 deg C, 42 h
With
pyridine; osmium(VIII) oxide; lithium borohydride; pyridine-SO3 complex; potassium hexamethylsilazane; pyridine hydrogenfluoride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; periodic acid; triethylamine; trifluoroacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ja00071a025
- Guidance literature:
-
Multi-step reaction with 5 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
With
osmium(VIII) oxide; lithium borohydride; potassium hexamethylsilazane; 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 3 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
With
potassium hexamethylsilazane; 1,8-diazabicyclo[5.4.0]undec-7-ene; periodic acid; trifluoroacetic acid;
In
methanol; dichloromethane; water;
DOI:10.1021/ja00071a025
