Technology Process of 1,1-dimethylethyl 4-[({4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]phenyl}methyl)amino]-1-piperidinecarboxylate
There total 10 articles about 1,1-dimethylethyl 4-[({4-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]phenyl}methyl)amino]-1-piperidinecarboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium tris(acetoxy)borohydride;
In
dichloromethane;
at 20 ℃;
for 20.75h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: caesium carbonate / toluene / 0.75 h / Inert atmosphere
2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.33 h / Inert atmosphere; Cooling with ice bath
3.1: sulfuric acid / toluene / 2 h / 60 °C
4.1: lithium tert-butoxide / ethyl acetate; tetrahydrofuran / 0.5 h / -9 °C
5.1: sodium tetrahydroborate; magnesium(II) chloride hexahydrate / ethanol; water / 2 h / -10 - 20 °C
6.1: pyridine / dichloromethane / Inert atmosphere
7.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; ethanol / 85 °C
8.1: dichloromethane / 0.75 h / 20 °C
8.2: 20 h / 20 °C
With
pyridine; sodium tetrahydroborate; N-Bromosuccinimide; magnesium(II) chloride hexahydrate; sulfuric acid; potassium carbonate; caesium carbonate; lithium tert-butoxide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.33 h / Inert atmosphere; Cooling with ice bath
2.1: sulfuric acid / toluene / 2 h / 60 °C
3.1: lithium tert-butoxide / ethyl acetate; tetrahydrofuran / 0.5 h / -9 °C
4.1: sodium tetrahydroborate; magnesium(II) chloride hexahydrate / ethanol; water / 2 h / -10 - 20 °C
5.1: pyridine / dichloromethane / Inert atmosphere
6.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; ethanol / 85 °C
7.1: dichloromethane / 0.75 h / 20 °C
7.2: 20 h / 20 °C
With
pyridine; sodium tetrahydroborate; N-Bromosuccinimide; magnesium(II) chloride hexahydrate; sulfuric acid; potassium carbonate; lithium tert-butoxide;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;