Technology Process of methyl 5-{(5R,6R)-5-amino-6-{[tert-butyl(dimethyl)silyl]oxy}-6-phenylhex-1-yn-1-yl}pyridine-2-carboxylate
There total 8 articles about methyl 5-{(5R,6R)-5-amino-6-{[tert-butyl(dimethyl)silyl]oxy}-6-phenylhex-1-yn-1-yl}pyridine-2-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C34H42N2O6Si;
With
trifluoroacetic acid;
In
dichloromethane;
at 20 ℃;
for 2h;
With
sodium hydrogencarbonate;
In
dichloromethane; water;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 4.17 h / 20 °C / Inert atmosphere
1.2: 1.5 h
1.3: pH 3
2.1: triethylamine; diphenyl phosphoryl azide / toluene / 5 h / 20 °C / Inert atmosphere
2.2: 16 h / 105 °C
3.1: triethylamine / copper(l) iodide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 5 h / 55 °C / Inert atmosphere
4.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
With
diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide;
In
dichloromethane; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: triethylamine; pivaloyl chloride / tetrahydrofuran / 2.33 h / -25 °C / Inert atmosphere
1.2: 20 °C
2.1: chloro-trimethyl-silane; triethylamine; magnesium chloride / ethyl acetate / 72 h / 20 °C / Inert atmosphere
3.1: lithium hydroxide; dihydrogen peroxide / water; tetrahydrofuran / 0 - 5 °C
3.2: pH 3
4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 4.17 h / 20 °C / Inert atmosphere
4.2: 1.5 h
4.3: pH 3
5.1: triethylamine; diphenyl phosphoryl azide / toluene / 5 h / 20 °C / Inert atmosphere
5.2: 16 h / 105 °C
6.1: triethylamine / copper(l) iodide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 5 h / 55 °C / Inert atmosphere
7.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
With
chloro-trimethyl-silane; diphenyl phosphoryl azide; dihydrogen peroxide; pivaloyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; magnesium chloride; lithium hydroxide;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide;
In
tetrahydrofuran; dichloromethane; water; ethyl acetate; toluene; acetonitrile;
