Technology Process of N-[(R)-2-(5-bromo-2-fluoro-phenyl)-2,3-dihydroxy-propyl]-2-nitro-benzenesulfonamide
There total 3 articles about N-[(R)-2-(5-bromo-2-fluoro-phenyl)-2,3-dihydroxy-propyl]-2-nitro-benzenesulfonamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium carbonate; potassium hydrogencarbonate;
In
acetonitrile;
for 2h;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 3,5-bis-trifluoromethyl-benzoic acid (R)-(6-hydroxy-quinolin-4-yl)-(5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl ester / dichloromethane / 72 h / -25 - -20 °C
2.1: zinc; acetic acid / 0.25 h / 30 - 40 °C
3.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / Inert atmosphere; Reflux
3.2: Inert atmosphere
4.1: potassium carbonate; potassium hydrogencarbonate / acetonitrile / 2 h
With
dimethylsulfide borane complex; potassium carbonate; potassium hydrogencarbonate; acetic acid; zinc;
3,5-bis-trifluoromethyl-benzoic acid (R)-(6-hydroxy-quinolin-4-yl)-(5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl ester;
In
tetrahydrofuran; dichloromethane; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -70 - -60 °C
1.2: 0.25 h / -70 - -50 °C
1.3: -70 °C
2.1: 3,5-bis-trifluoromethyl-benzoic acid (R)-(6-hydroxy-quinolin-4-yl)-(5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl ester / dichloromethane / 72 h / -25 - -20 °C
3.1: zinc; acetic acid / 0.25 h / 30 - 40 °C
4.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / Inert atmosphere; Reflux
4.2: Inert atmosphere
5.1: potassium carbonate; potassium hydrogencarbonate / acetonitrile / 2 h
With
n-butyllithium; dimethylsulfide borane complex; potassium carbonate; potassium hydrogencarbonate; acetic acid; diisopropylamine; zinc;
3,5-bis-trifluoromethyl-benzoic acid (R)-(6-hydroxy-quinolin-4-yl)-(5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl ester;
In
tetrahydrofuran; hexane; dichloromethane; acetonitrile;
