Technology Process of C22H14ClF3N2O
There total 4 articles about C22H14ClF3N2O which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C15H11F3N2O;
With
(R)-3,3'-bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate;
In
tetrahydrofuran;
at 20 ℃;
for 0.166667h;
Molecular sieve;
Inert atmosphere;
N-(4-chlorobenzylidene)-4-methoxyaniline;
In
tetrahydrofuran;
at 20 ℃;
for 70h;
optical yield given as %ee;
enantioselective reaction;
Molecular sieve;
Inert atmosphere;
DOI:10.1021/ol202361t
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: bromine; acetic acid / 4.5 h / 20 °C / Molecular sieve
2.1: n-butyllithium / diethyl ether; hexane / -78 °C
3.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; N,N-dimethyl-formamide / 4 h / 80 °C / Inert atmosphere
4.1: (R)-3,3'-bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate / tetrahydrofuran / 0.17 h / 20 °C / Molecular sieve; Inert atmosphere
4.2: 70 h / 20 °C / Molecular sieve; Inert atmosphere
With
(R)-3,3'-bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; bromine; sodium carbonate; acetic acid;
In
tetrahydrofuran; diethyl ether; hexane; water; N,N-dimethyl-formamide;
4.1: Pictet-Spengler cyclisation / 4.2: Pictet-Spengler cyclisation;
DOI:10.1021/ol202361t
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: n-butyllithium / diethyl ether; hexane / -78 °C
2.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; N,N-dimethyl-formamide / 4 h / 80 °C / Inert atmosphere
3.1: (R)-3,3'-bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate / tetrahydrofuran / 0.17 h / 20 °C / Molecular sieve; Inert atmosphere
3.2: 70 h / 20 °C / Molecular sieve; Inert atmosphere
With
(R)-3,3'-bis(9-anthracenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; sodium carbonate;
In
tetrahydrofuran; diethyl ether; hexane; water; N,N-dimethyl-formamide;
3.1: Pictet-Spengler cyclisation / 3.2: Pictet-Spengler cyclisation;
DOI:10.1021/ol202361t