Technology Process of 6-(4-(2-amino-3-((4-methoxyphenyl)diphenylmethylthio)-propanamido)but-1-ynyl)-3,3-difluoro-2-(propan-2-ylidene)-2,3-dihydro[1,2,4,3]triazaborolo[4,5-a]pyridin-2-ium-3-uide
There total 12 articles about 6-(4-(2-amino-3-((4-methoxyphenyl)diphenylmethylthio)-propanamido)but-1-ynyl)-3,3-difluoro-2-(propan-2-ylidene)-2,3-dihydro[1,2,4,3]triazaborolo[4,5-a]pyridin-2-ium-3-uide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
trifluoroacetic acid;
In
dichloromethane;
CF3SO3H was added dropwise to the complex in CH2Cl2, stirred for 3 h at ambient temp. under Ar, diluted with CH2Cl2, cooled (0°C), neutralized with N(C2H5)3, oxazolidine in CH2Cl2 was added dropwise, stirred for 3 h at 0°C to room temp.; diluted with CH2Cl2, washed with satd. NH4Cl, satd. NaHCO3 and H2O, dried over anhyd. Na2SO4, volatiles were evapd. under reduced pressure, silica gel column chromy. (CH3OH/CH2Cl2 (0-1%));
DOI:10.1021/ja2005175
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: potassium carbonate / dichloromethane / 3.5 h
2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 2 h / 20 °C / Inert atmosphere
3.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: dichloromethane / 3.25 h / 0 - 20 °C / Inert atmosphere
With
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; trifluoroacetic acid;
In
dichloromethane;
DOI:10.1021/ja2005175
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 1 h / 20 °C
2.1: boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 4 h / 20 - 90 °C / Inert atmosphere
3.1: potassium carbonate / dichloromethane / 3.5 h
4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 2 h / 20 °C / Inert atmosphere
5.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere
5.2: Inert atmosphere
6.1: dichloromethane / 3.25 h / 0 - 20 °C / Inert atmosphere
With
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; boron trifluoride diethyl etherate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid;
In
dichloromethane; toluene;
DOI:10.1021/ja2005175