Technology Process of tert-butyl {(5R,6S,8S)-5-methyl-6-phenyl-3-[1-(trifluoromethyl)cyclopropyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine-8-yl}carbamate
There total 9 articles about tert-butyl {(5R,6S,8S)-5-methyl-6-phenyl-3-[1-(trifluoromethyl)cyclopropyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine-8-yl}carbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-butyl [(3S,5S,6R)-2-hydrazinylidene-6-methyl-5-phenylpiperidin-3-yl]carbamate; 1-(trifluoromethyl)cyclopropanecarboxylic acid;
With
4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
dichloromethane;
for 1h;
With
acetic acid;
In
acetonitrile;
at 70 ℃;
for 1.5h;
With
sodium hydrogencarbonate;
In
acetonitrile;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C
2.1: sodium cyanoborohydride; ammonium acetate; acetic acid / methanol / 4 h / 60 °C
2.2: 1.5 h / 60 °C
3.1: hydrogen / palladium 10% on activated carbon / methanol / 6.5 h / 760.05 Torr
3.2: 2.25 h / 2585.81 Torr
4.1: Lawessons reagent / toluene / 16 h / 40 °C
5.1: hydrazine hydrate / methanol / 1.25 h
6.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / dichloromethane / 1 h
6.2: 1.5 h / 70 °C
With
Lawessons reagent; 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; ammonium acetate; hydrogen; sodium cyanoborohydride; caesium carbonate; hydrazine hydrate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
palladium 10% on activated carbon;
In
methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C
2.1: sodium cyanoborohydride; ammonium acetate; acetic acid / methanol / 4 h / 60 °C
2.2: 1.5 h / 60 °C
3.1: hydrogen / palladium 10% on activated carbon / methanol / 6.5 h / 760.05 Torr
3.2: 2.25 h / 2585.81 Torr
4.1: Lawessons reagent / toluene / 16 h / 40 °C
5.1: hydrazine hydrate / methanol / 1.25 h
6.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / dichloromethane / 1 h
6.2: 1.5 h / 70 °C
With
Lawessons reagent; 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; ammonium acetate; hydrogen; sodium cyanoborohydride; caesium carbonate; hydrazine hydrate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
palladium 10% on activated carbon;
In
methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
![tert-butyl [(3S,5S,6R)-2-hydrazinylidene-6-methyl-5-phenylpiperidin-3-yl]carbamate](/Databaselist/images/loading.webp)
