Technology Process of [(1S,6R,8aR)-1-(tert-Butyl-dimethyl-silanyloxy)-3-oxo-octahydro-indolizin-6-yl]-carbamic acid benzyl ester
There total 10 articles about [(1S,6R,8aR)-1-(tert-Butyl-dimethyl-silanyloxy)-3-oxo-octahydro-indolizin-6-yl]-carbamic acid benzyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 75 percent / imidazole / dimethylformamide / 1 h / Ambient temperature
2: Cs2CO3 / tetrahydrofuran / 15 h / Ambient temperature
3: pyridine / 5 h
4: 57 percent / 1,2-dichloro-benzene / 4 h / Heating
5: 99 percent / H2 / 10percent Pd/C / methanol / 4 h / 1 Torr
6: KOH / methanol; H2O / 1 h / Ambient temperature
7: 1.) pyridine, ethyl chloroformate, 2.) NaN3 / 1.) THF, 1 h, 2.) H2O, 0 deg C, 1 h
8: tetrahydrofuran / 4 h / Heating
9: 12 h / Ambient temperature
With
pyridine; 1H-imidazole; potassium hydroxide; sodium azide; hydrogen; chloroformic acid ethyl ester; caesium carbonate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 1,2-dichloro-benzene;
DOI:10.1021/ja00389a030
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 75 percent / imidazole / dimethylformamide / 1 h / Ambient temperature
2: Cs2CO3 / tetrahydrofuran / 15 h / Ambient temperature
3: pyridine / 5 h
4: 57 percent / 1,2-dichloro-benzene / 4 h / Heating
5: 99 percent / H2 / 10percent Pd/C / methanol / 4 h / 1 Torr
6: KOH / methanol; H2O / 1 h / Ambient temperature
7: 1.) pyridine, ethyl chloroformate, 2.) NaN3 / 1.) THF, 1 h, 2.) H2O, 0 deg C, 1 h
8: tetrahydrofuran / 4 h / Heating
9: 12 h / Ambient temperature
With
pyridine; 1H-imidazole; potassium hydroxide; sodium azide; hydrogen; chloroformic acid ethyl ester; caesium carbonate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 1,2-dichloro-benzene;
DOI:10.1021/ja00389a030
- Guidance literature:
-
Multi-step reaction with 8 steps
1: Cs2CO3 / tetrahydrofuran / 15 h / Ambient temperature
2: pyridine / 5 h
3: 57 percent / 1,2-dichloro-benzene / 4 h / Heating
4: 99 percent / H2 / 10percent Pd/C / methanol / 4 h / 1 Torr
5: KOH / methanol; H2O / 1 h / Ambient temperature
6: 1.) pyridine, ethyl chloroformate, 2.) NaN3 / 1.) THF, 1 h, 2.) H2O, 0 deg C, 1 h
7: tetrahydrofuran / 4 h / Heating
8: 12 h / Ambient temperature
With
pyridine; potassium hydroxide; sodium azide; hydrogen; chloroformic acid ethyl ester; caesium carbonate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; water; 1,2-dichloro-benzene;
DOI:10.1021/ja00389a030