Technology Process of {3-[4'-(1-methanesulfonylaminocarbonyl-cyclopropyl)-biphenyl-4-yl]-5-methyl-3H-[1,2,3]triazol-4-yl}-carbamic acid (R)-1-phenyl-ethyl ester
There total 18 articles about {3-[4'-(1-methanesulfonylaminocarbonyl-cyclopropyl)-biphenyl-4-yl]-5-methyl-3H-[1,2,3]triazol-4-yl}-carbamic acid (R)-1-phenyl-ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-{4'-[4-methyl-5-((R)-1-phenyl-ethoxycarbonylamino)-[1,2,3]triazol-1-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid;
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
dichloromethane;
at 20 ℃;
for 1.5h;
Inert atmosphere;
methanesulfonamide;
With
sodium hydride;
In
tetrahydrofuran; dichloromethane; mineral oil;
at 20 ℃;
for 72h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium azide; copper diacetate / methanol / 30 h / 20 °C / Inert atmosphere
2.1: toluene / 15 h / 150 °C
3.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 3 h / 20 - 50 °C
4.1: triethylamine; diphenyl phosphoryl azide / toluene / 3 h / 20 - 80 °C / Inert atmosphere
5.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium phosphate / toluene; water / 2 h / 20 - 105 °C / Inert atmosphere
6.1: water; sodium hydroxide / tetrahydrofuran; ethanol / 15 h / 20 °C
7.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.5 h / 20 °C / Inert atmosphere
7.2: 72 h / 20 °C / Inert atmosphere
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; sodium azide; oxalyl dichloride; lithium hydroxide monohydrate; diphenyl phosphoryl azide; water; copper diacetate; palladium diacetate; triethylamine; N,N-dimethyl-formamide; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;
5.1: |Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h
1.2: 20 °C
2.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 4 h / 80 °C / Inert atmosphere
3.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium phosphate / toluene; water / 2 h / 20 - 105 °C / Inert atmosphere
4.1: water; sodium hydroxide / tetrahydrofuran; ethanol / 15 h / 20 °C
5.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.5 h / 20 °C / Inert atmosphere
5.2: 72 h / 20 °C / Inert atmosphere
With
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; oxalyl dichloride; water; potassium acetate; palladium diacetate; potassium carbonate; N,N-dimethyl-formamide; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
3.1: |Suzuki Coupling;
