Technology Process of (S)-tert-butyl 3-(2-(tert-butyl)-5-((tert-butyldimethylsilyl)oxy)phenyl)-2-((diphenylmethylene)amino)propanoate
There total 8 articles about (S)-tert-butyl 3-(2-(tert-butyl)-5-((tert-butyldimethylsilyl)oxy)phenyl)-2-((diphenylmethylene)amino)propanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
cesiumhydroxide monohydrate; (2S,4S,5R)-1-(anthracen-9-ylmethyl)-5-ethenyl-2-[(R)-(prop-2-en-1-yloxy)(quinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium bromide;
In
dichloromethane;
at -60 ℃;
for 36h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: borane-THF / tetrahydrofuran / 13 h / 0 - 20 °C
1.2: 22 h / 20 °C
2.1: potassium dihydrogenphosphate; trifluoroacetyl peroxide / dichloromethane / 1 h / 0 °C
2.2: 0.17 h / 20 °C
3.1: dmap; 1H-imidazole / dichloromethane / 20 °C
4.1: n-butyllithium / hexane; tetrahydrofuran / 0.53 h / -78 °C
4.2: 0.5 h / -78 °C
5.1: water; sodium tetrahydroborate / ethanol / 0.13 h / 0 °C
6.1: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 0.3 h / 20 °C
7.1: (2S,4S,5R)-1-(anthracen-9-ylmethyl)-5-ethenyl-2-[(R)-(prop-2-en-1-yloxy)(quinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium bromide; cesiumhydroxide monohydrate / dichloromethane / 36 h / -60 °C
With
1H-imidazole; dmap; sodium tetrahydroborate; potassium dihydrogenphosphate; n-butyllithium; borane-THF; cesiumhydroxide monohydrate; trifluoroacetyl peroxide; water; iodine; triphenylphosphine; (2S,4S,5R)-1-(anthracen-9-ylmethyl)-5-ethenyl-2-[(R)-(prop-2-en-1-yloxy)(quinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium bromide;
In
tetrahydrofuran; ethanol; hexane; dichloromethane;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: potassium dihydrogenphosphate; trifluoroacetyl peroxide / dichloromethane / 1 h / 0 °C
1.2: 0.17 h / 20 °C
2.1: dmap; 1H-imidazole / dichloromethane / 20 °C
3.1: n-butyllithium / hexane; tetrahydrofuran / 0.53 h / -78 °C
3.2: 0.5 h / -78 °C
4.1: water; sodium tetrahydroborate / ethanol / 0.13 h / 0 °C
5.1: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 0.3 h / 20 °C
6.1: (2S,4S,5R)-1-(anthracen-9-ylmethyl)-5-ethenyl-2-[(R)-(prop-2-en-1-yloxy)(quinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium bromide; cesiumhydroxide monohydrate / dichloromethane / 36 h / -60 °C
With
1H-imidazole; dmap; sodium tetrahydroborate; potassium dihydrogenphosphate; n-butyllithium; cesiumhydroxide monohydrate; trifluoroacetyl peroxide; water; iodine; triphenylphosphine; (2S,4S,5R)-1-(anthracen-9-ylmethyl)-5-ethenyl-2-[(R)-(prop-2-en-1-yloxy)(quinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium bromide;
In
tetrahydrofuran; ethanol; hexane; dichloromethane;
