Technology Process of (S)-2-fluoro-1-(2-methoxyphenyl)-2-phenylbutan-1-one
There total 4 articles about (S)-2-fluoro-1-(2-methoxyphenyl)-2-phenylbutan-1-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-bromo-2-fluoro-1-(2-methoxyphenyl)butan-1-one;
With
(1,2-dimethoxyethane)dichloronickel(II); 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline];
In
tetrahydrofuran; diethylene glycol dimethyl ether;
at -25 ℃;
for 0.416667h;
Inert atmosphere;
phenylzinc chloride;
In
tetrahydrofuran; diethylene glycol dimethyl ether;
at -25 ℃;
for 36h;
Reagent/catalyst;
enantioselective reaction;
Inert atmosphere;
DOI:10.1021/ja501815p
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2.5 h / 20 °C / Inert atmosphere
1.2: 16 h / 20 °C / Inert atmosphere
2.1: (1,2-dimethoxyethane)dichloronickel(II); 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline] / tetrahydrofuran; diethylene glycol dimethyl ether / 0.42 h / -25 °C / Inert atmosphere
2.2: 36 h / -25 °C / Inert atmosphere
With
(1,2-dimethoxyethane)dichloronickel(II); trimethylsilyl trifluoromethanesulfonate; triethylamine; 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline];
In
tetrahydrofuran; dichloromethane; diethylene glycol dimethyl ether;
2.2: |Negishi Coupling;
DOI:10.1021/ja501815p
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
2.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2.5 h / 20 °C / Inert atmosphere
2.2: 16 h / 20 °C / Inert atmosphere
3.1: (1,2-dimethoxyethane)dichloronickel(II); 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline] / tetrahydrofuran; diethylene glycol dimethyl ether / 0.42 h / -25 °C / Inert atmosphere
3.2: 36 h / -25 °C / Inert atmosphere
With
n-butyllithium; (1,2-dimethoxyethane)dichloronickel(II); trimethylsilyl trifluoromethanesulfonate; triethylamine; diisopropylamine; 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline];
In
tetrahydrofuran; hexane; dichloromethane; diethylene glycol dimethyl ether;
3.2: |Negishi Coupling;
DOI:10.1021/ja501815p