Technology Process of (4R,4aS,6R,8S,8aR)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-phenylselanyl-octahydro-isochromen-3-one
There total 15 articles about (4R,4aS,6R,8S,8aR)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-phenylselanyl-octahydro-isochromen-3-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 12 steps
1: aq. NaOH / tetrahydrofuran / Ambient temperature
2: I2, KI / H2O; CH2Cl2 / Ambient temperature
3: imidazole / dimethylformamide / Ambient temperature
4: 99 percent / DBU / toluene / Heating
5: 89 percent / MCPBA
6: DIBAL / toluene / -78 °C
8: LiAlH4 / tetrahydrofuran / Ambient temperature; or Red-Al
9: p-TsOH / tetrahydrofuran
10: 86 percent / imidazole / dimethylformamide / Ambient temperature
11: 81 percent / NBS / acetone; H2O / -15 °C
12: LDA / tetrahydrofuran / -78 °C
With
1H-imidazole; sodium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; iodine; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; potassium iodide; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/0040-4039(90)80021-D
- Guidance literature:
-
Multi-step reaction with 13 steps
1: p-TsOH / benzene / Ambient temperature
2: aq. NaOH / tetrahydrofuran / Ambient temperature
3: I2, KI / H2O; CH2Cl2 / Ambient temperature
4: imidazole / dimethylformamide / Ambient temperature
5: 99 percent / DBU / toluene / Heating
6: 89 percent / MCPBA
7: DIBAL / toluene / -78 °C
9: LiAlH4 / tetrahydrofuran / Ambient temperature; or Red-Al
10: p-TsOH / tetrahydrofuran
11: 86 percent / imidazole / dimethylformamide / Ambient temperature
12: 81 percent / NBS / acetone; H2O / -15 °C
13: LDA / tetrahydrofuran / -78 °C
With
1H-imidazole; sodium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; iodine; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; potassium iodide; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1016/0040-4039(90)80021-D