Technology Process of methyl 3-[(2S,4R)-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl]benzoate
There total 9 articles about methyl 3-[(2S,4R)-1-acetyl-4-amino-2-methyl-1,2,3,4-tetrahydro-6-quinolinyl]benzoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl 3-[(2S,4R)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]benzoate;
With
aluminum (III) chloride;
In
dichloromethane;
at 0 ℃;
for 0.5h;
Cooling with ice;
With
methanol; triethylamine;
In
dichloromethane;
at 0 ℃;
for 0.333333h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: (R-BINAP)ditriflatebis(acetonitrile)palladium(ll) / toluene / 0.33 h / Inert atmosphere
1.2: 16 h
2.1: sodium tetrahydroborate; magnesium(II) chloride hexahydrate; water / ethanol / 2 h / -10 - 20 °C
2.2: 1 h / 20 °C
3.1: pyridine / dichloromethane / 16 h / 20 °C / Inert atmosphere
4.1: sodium hydrogencarbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 1 h / 100 °C / Inert atmosphere; Microwave irradiation
5.1: aluminum (III) chloride / dichloromethane / 0.5 h / 0 °C / Cooling with ice
5.2: 0.33 h / 0 °C
With
pyridine; aluminum (III) chloride; sodium tetrahydroborate; magnesium(II) chloride hexahydrate; water; sodium hydrogencarbonate;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; (R-BINAP)ditriflatebis(acetonitrile)palladium(ll);
In
1,4-dioxane; ethanol; dichloromethane; water; toluene;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: caesium carbonate / toluene / 0.75 h / Inert atmosphere
1.2: 16.75 h / 80 °C / Inert atmosphere
2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.33 h / Inert atmosphere; Cooling with ice
3.1: sulfuric acid / toluene / 2 h / 60 °C
4.1: lithium tert-butoxide / tetrahydrofuran; ethyl acetate / 0.5 h
5.1: sodium tetrahydroborate; magnesium(II) chloride hexahydrate; water / ethanol / 2 h / -10 - 20 °C
5.2: 1 h / 20 °C
6.1: pyridine / dichloromethane / 16 h / 20 °C / Inert atmosphere
7.1: sodium hydrogencarbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 1 h / 100 °C / Inert atmosphere; Microwave irradiation
8.1: aluminum (III) chloride / dichloromethane / 0.5 h / 0 °C / Cooling with ice
8.2: 0.33 h / 0 °C
With
pyridine; aluminum (III) chloride; sodium tetrahydroborate; N-Bromosuccinimide; magnesium(II) chloride hexahydrate; sulfuric acid; water; sodium hydrogencarbonate; caesium carbonate; lithium tert-butoxide;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;