Technology Process of C11H9Cl2NO3
There total 3 articles about C11H9Cl2NO3 which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-Butyl N-hydroxycarbamate; Methyl-3,4-dichlorbenzylidenpyruvat;
With
3-(3,5-bis-trifluoromethyl-phenylamino)-4-{[(S)-(6-methoxy-quinolin-4-yl)-((R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl]-amino}-cyclobut-3-ene-1,2-dione;
In
toluene;
at 20 ℃;
for 24h;
Schlenk technique;
With
trifluoroacetic acid;
In
toluene;
for 1h;
Overall yield = 36 %; Overall yield = 29 mg; Optical yield = 8 %ee; chemoselective reaction;
Schlenk technique;
DOI:10.1039/c3ob42406e
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: boron trifluoride diethyl etherate / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
1.2: 2.5 h / -30 - 30 °C
2.1: silica gel / toluene / 3 h / Reflux
3.1: 3-(3,5-bis-trifluoromethyl-phenylamino)-4-{[(S)-(6-methoxy-quinolin-4-yl)-((R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl]-amino}-cyclobut-3-ene-1,2-dione / toluene / 24 h / 20 °C / Schlenk technique
3.2: 1 h / Schlenk technique
With
3-(3,5-bis-trifluoromethyl-phenylamino)-4-{[(S)-(6-methoxy-quinolin-4-yl)-((R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl]-amino}-cyclobut-3-ene-1,2-dione; boron trifluoride diethyl etherate; silica gel;
In
dichloromethane; toluene;
DOI:10.1039/c3ob42406e
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: silica gel / toluene / 3 h / Reflux
2.1: 3-(3,5-bis-trifluoromethyl-phenylamino)-4-{[(S)-(6-methoxy-quinolin-4-yl)-((R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl]-amino}-cyclobut-3-ene-1,2-dione / toluene / 24 h / 20 °C / Schlenk technique
2.2: 1 h / Schlenk technique
With
3-(3,5-bis-trifluoromethyl-phenylamino)-4-{[(S)-(6-methoxy-quinolin-4-yl)-((R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl]-amino}-cyclobut-3-ene-1,2-dione; silica gel;
In
toluene;
DOI:10.1039/c3ob42406e