Technology Process of Acetic acid (2R,3R,3aS,12bS,12cS)-5-oxo-3-phenylselanyl-1,2,3a,4,5,7,12b,12c-octahydro-3H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-2-yl ester
There total 31 articles about Acetic acid (2R,3R,3aS,12bS,12cS)-5-oxo-3-phenylselanyl-1,2,3a,4,5,7,12b,12c-octahydro-3H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-2-yl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 11 steps
1: 89.6 percent / BF3*Et2O / tetrahydrofuran / Ambient temperature
2: 71.8 percent / LiAlH4 / tetrahydrofuran / 20 h / Heating
3: 2) 6N HCl / 1) MeOH, room temperature, 5 min; 2) 2 h, room temperature
4: 61.5 percent / H2, 6N HCl / 10percent Pd-C / methanol / 8 h / 23 °C / 760 Torr
5: 75.2 percent / pyridine / CH2Cl2 / 1.5 h / Ambient temperature
6: 1) KOt-Bu; / 1) t-BuOH, 120 deg C, 10 min;
7: 10percent HCl
8: 43 percent / NaBH3CN / methanol / 72 h / Ambient temperature
9: 95 percent / MCPBA / CHCl3 / 1.5 h / -18 °C
10: 73.1 percent / 200 °C
11: 57 percent / acetic acid / 3 h / Ambient temperature
With
pyridine; hydrogenchloride; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; potassium tert-butylate; hydrogen; sodium cyanoborohydride; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; acetic acid;
DOI:10.1016/S0040-4020(01)91130-5
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73820-53-8,73824-82-5
Acetic acid (2R,3R,3aS,12bS,12cS)-5-oxo-3-phenylselanyl-1,2,3a,4,5,7,12b,12c-octahydro-3H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-2-yl ester
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 89.6 percent / BF3*Et2O / tetrahydrofuran / Ambient temperature
2: 71.8 percent / LiAlH4 / tetrahydrofuran / 20 h / Heating
3: 2) 6N HCl / 1) MeOH, room temperature, 5 min; 2) 2 h, room temperature
4: 61.5 percent / H2, 6N HCl / 10percent Pd-C / methanol / 8 h / 23 °C / 760 Torr
5: 75.2 percent / pyridine / CH2Cl2 / 1.5 h / Ambient temperature
6: 1) KOt-Bu; / 1) t-BuOH, 120 deg C, 10 min;
7: 10percent HCl
8: 43 percent / NaBH3CN / methanol / 72 h / Ambient temperature
9: 95 percent / MCPBA / CHCl3 / 1.5 h / -18 °C
10: 73.1 percent / 200 °C
11: 5 percent / acetic acid / 3 h / Ambient temperature
With
pyridine; hydrogenchloride; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; potassium tert-butylate; hydrogen; sodium cyanoborohydride; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; acetic acid;
DOI:10.1016/S0040-4020(01)91130-5
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 71.8 percent / LiAlH4 / tetrahydrofuran / 20 h / Heating
2: 2) 6N HCl / 1) MeOH, room temperature, 5 min; 2) 2 h, room temperature
3: 61.5 percent / H2, 6N HCl / 10percent Pd-C / methanol / 8 h / 23 °C / 760 Torr
4: 75.2 percent / pyridine / CH2Cl2 / 1.5 h / Ambient temperature
5: 1) KOt-Bu; / 1) t-BuOH, 120 deg C, 10 min;
6: 10percent HCl
7: 43 percent / NaBH3CN / methanol / 72 h / Ambient temperature
8: 95 percent / MCPBA / CHCl3 / 1.5 h / -18 °C
9: 73.1 percent / 200 °C
10: 57 percent / acetic acid / 3 h / Ambient temperature
With
pyridine; hydrogenchloride; lithium aluminium tetrahydride; potassium tert-butylate; hydrogen; sodium cyanoborohydride; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; acetic acid;
DOI:10.1016/S0040-4020(01)91130-5