Technology Process of 3-(trichloromethylcarbonylamino)-1,2,3,6-tetrahydro-1-(p-toluenesulfonyl)-5-ethyl-1-enepyridine
There total 6 articles about 3-(trichloromethylcarbonylamino)-1,2,3,6-tetrahydro-1-(p-toluenesulfonyl)-5-ethyl-1-enepyridine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: dimethyl sulfoxide; triethylamine / dichloromethane / -78 - 20 °C / Inert atmosphere
1.2: 3.5 h / -78 - 20 °C / Inert atmosphere
2.1: lithium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1 h / Inert atmosphere
2.2: 20 °C / Inert atmosphere
3.1: diisobutylaluminium hydride / diethyl ether / -78 - 20 °C / Inert atmosphere
4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
5.1: potassium carbonate / toluene / 24 h / 140 °C / Inert atmosphere; Sealed tube
6.1: Hoveyda-Grubbs catalyst second generation / 24 h / 90 °C / Inert atmosphere
With
Hoveyda-Grubbs catalyst second generation; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride;
In
diethyl ether; dichloromethane; toluene; acetonitrile;
1.1: |Swern Oxidation / 1.2: |Swern Oxidation / 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/jo401182r
- Guidance literature:
-
Multi-step reaction with 4 steps
1: diisobutylaluminium hydride / diethyl ether / -78 - 20 °C / Inert atmosphere
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
3: potassium carbonate / toluene / 24 h / 140 °C / Inert atmosphere; Sealed tube
4: Hoveyda-Grubbs catalyst second generation / 24 h / 90 °C / Inert atmosphere
With
Hoveyda-Grubbs catalyst second generation; diisobutylaluminium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo401182r
- Guidance literature:
-
Multi-step reaction with 2 steps
1: potassium carbonate / toluene / 24 h / 140 °C / Inert atmosphere; Sealed tube
2: Hoveyda-Grubbs catalyst second generation / 24 h / 90 °C / Inert atmosphere
With
Hoveyda-Grubbs catalyst second generation; potassium carbonate;
In
toluene;
DOI:10.1021/jo401182r
