Technology Process of ((4R,5S)-5-nitro-4-(2, 4, 5-trifluorophenyl)cyclohex-1-enyl)(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4, 3-a]pyrazin-7(8H)-yl)methanone
There total 11 articles about ((4R,5S)-5-nitro-4-(2, 4, 5-trifluorophenyl)cyclohex-1-enyl)(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4, 3-a]pyrazin-7(8H)-yl)methanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine;
In
N,N-dimethyl-formamide;
at 0 - 23 ℃;
Inert atmosphere;
DOI:10.1002/anie.201006204
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: triethylamine / tetrahydrofuran / 5 h / 23 °C / Inert atmosphere
2.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0.25 h / -20 °C / Inert atmosphere
3.1: (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine / 1,4-dioxane / 0 - 23 °C / Inert atmosphere
4.1: caesium carbonate / dichloromethane / 3 h / 0 °C / Inert atmosphere
4.2: 0.25 h / 23 °C / Inert atmosphere
5.1: N-ethyl-N,N-diisopropylamine / ethanol / 24 h / 23 °C / Inert atmosphere
6.1: trifluoroacetic acid / dichloromethane / 6 h / 23 °C / Inert atmosphere
7.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / N,N-dimethyl-formamide / 0 - 23 °C / Inert atmosphere
With
(R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;
3.1: Michael reaction / 4.1: Michael condensation / 4.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1002/anie.201006204
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: caesium carbonate / dichloromethane / 3 h / 0 °C / Inert atmosphere
1.2: 0.25 h / 23 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine / ethanol / 24 h / 23 °C / Inert atmosphere
3.1: trifluoroacetic acid / dichloromethane / 6 h / 23 °C / Inert atmosphere
4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / N,N-dimethyl-formamide / 0 - 23 °C / Inert atmosphere
With
caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
ethanol; dichloromethane; N,N-dimethyl-formamide;
1.1: Michael condensation / 1.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1002/anie.201006204