Technology Process of benzyl (3S,5R)-3-(tert-butoxycarbonylamino)-5-[tert-butyl(dimethyl)silyl]oxy-piperidine-1-carboxylate
There total 9 articles about benzyl (3S,5R)-3-(tert-butoxycarbonylamino)-5-[tert-butyl(dimethyl)silyl]oxy-piperidine-1-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
triethylamine;
In
dichloromethane;
at 25 ℃;
for 3h;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: lithium borohydride / tetrahydrofuran / 16 h / 0 - 30 °C / Inert atmosphere
2: tetrabutylammoniun azide; ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate / dichloromethane / 4.5 h / -78 °C
3: hydrogen / methanol / 2 h / 20 °C / 2068.65 Torr
4: triethylamine / dichloromethane / 16 h / 20 °C
5: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 4.5 h / 25 °C / 2585.81 Torr / Inert atmosphere
6: triethylamine / dichloromethane / 3 h / 25 °C
With
lithium borohydride; palladium 10% on activated carbon; hydrogen; tetrabutylammoniun azide; triethylamine; ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate;
In
tetrahydrofuran; methanol; dichloromethane;
- Guidance literature:
-
Multi-step reaction with 9 steps
1: thionyl chloride / 16 h / 0 - 60 °C / Inert atmosphere
2: triethylamine / dichloromethane / 16 h / 60 °C / Inert atmosphere
3: triethylamine / dichloromethane / 16 h / 0 - 60 °C
4: lithium borohydride / tetrahydrofuran / 16 h / 0 - 30 °C / Inert atmosphere
5: tetrabutylammoniun azide; ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate / dichloromethane / 4.5 h / -78 °C
6: hydrogen / methanol / 2 h / 20 °C / 2068.65 Torr
7: triethylamine / dichloromethane / 16 h / 20 °C
8: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 4.5 h / 25 °C / 2585.81 Torr / Inert atmosphere
9: triethylamine / dichloromethane / 3 h / 25 °C
With
lithium borohydride; thionyl chloride; palladium 10% on activated carbon; hydrogen; tetrabutylammoniun azide; triethylamine; ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate;
In
tetrahydrofuran; methanol; dichloromethane;
