Technology Process of methyl 5-(tert-butoxycarbonylamino)-1-methylcyclohexanecarboxylate
There total 6 articles about methyl 5-(tert-butoxycarbonylamino)-1-methylcyclohexanecarboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2.5 h / -78 - 60 °C
1.2: 20 °C
2.1: thionyl chloride / N,N-dimethyl-formamide; dichloromethane / 3 h / Reflux
3.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane; pentane / 1 h / 0 - 20 °C
4.1: triethylamine; dmap / dichloromethane / 20 °C
5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / Reflux
6.1: caesium carbonate
7.1: hydrogen; 5%-palladium/activated carbon / methanol / 48 h
With
dmap; n-butyllithium; thionyl chloride; trimethylsilyl trifluoromethanesulfonate; 5%-palladium/activated carbon; hydrogen; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; pentane;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: thionyl chloride / N,N-dimethyl-formamide; dichloromethane / 3 h / Reflux
2: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane; pentane / 1 h / 0 - 20 °C
3: triethylamine; dmap / dichloromethane / 20 °C
4: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / Reflux
5: caesium carbonate
6: hydrogen; 5%-palladium/activated carbon / methanol / 48 h
With
dmap; thionyl chloride; trimethylsilyl trifluoromethanesulfonate; 5%-palladium/activated carbon; hydrogen; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine;
In
methanol; dichloromethane; N,N-dimethyl-formamide; toluene; pentane;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane; pentane / 1 h / 0 - 20 °C
2: triethylamine; dmap / dichloromethane / 20 °C
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / Reflux
4: caesium carbonate
5: hydrogen; 5%-palladium/activated carbon / methanol / 48 h
With
dmap; trimethylsilyl trifluoromethanesulfonate; 5%-palladium/activated carbon; hydrogen; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine;
In
methanol; dichloromethane; toluene; pentane;
