Technology Process of (S)-N-{{3-[3,5-difluoro-4-(7-fluoro-5-azaspiro[2,4]heptan-5-yl)phenyl]-2-oxo-5-oxazolidinyl}methyl}acetamide
There total 12 articles about (S)-N-{{3-[3,5-difluoro-4-(7-fluoro-5-azaspiro[2,4]heptan-5-yl)phenyl]-2-oxo-5-oxazolidinyl}methyl}acetamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diethylamino-sulfur trifluoride;
In
dichloromethane;
at 20 ℃;
Ice bath;
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: acetonitrile / Reflux
2.1: hydrogen / palladium on activated charcoal / tetrahydrofuran / 2 h / 2068.65 Torr
3.1: sodium hydrogencarbonate / water; acetone / 20 °C / Ice bath
4.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C
4.2: -78 - 20 °C
5.1: triethylamine / dichloromethane / 20 °C / Ice bath
6.1: sodium azide / N,N-dimethyl-formamide / 16 h / 60 °C
7.1: hydrogen / palladium on activated charcoal / ethyl acetate / 14 h / 20 °C / 760.05 Torr
8.1: pyridine / 2.5 h / 0 - 20 °C / Inert atmosphere
9.1: water; toluene-4-sulfonic acid / acetone / 3 h / Reflux
10.1: sodium tetrahydroborate / tetrahydrofuran / Ice bath
11.1: diethylamino-sulfur trifluoride / dichloromethane / 20 °C / Ice bath
With
pyridine; sodium tetrahydroborate; n-butyllithium; sodium azide; diethylamino-sulfur trifluoride; water; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium hydrogencarbonate / water; acetone / 20 °C / Ice bath
2.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C
2.2: -78 - 20 °C
3.1: triethylamine / dichloromethane / 20 °C / Ice bath
4.1: sodium azide / N,N-dimethyl-formamide / 16 h / 60 °C
5.1: hydrogen / palladium on activated charcoal / ethyl acetate / 14 h / 20 °C / 760.05 Torr
6.1: pyridine / 2.5 h / 0 - 20 °C / Inert atmosphere
7.1: water; toluene-4-sulfonic acid / acetone / 3 h / Reflux
8.1: sodium tetrahydroborate / tetrahydrofuran / Ice bath
9.1: diethylamino-sulfur trifluoride / dichloromethane / 20 °C / Ice bath
With
pyridine; sodium tetrahydroborate; n-butyllithium; sodium azide; diethylamino-sulfur trifluoride; water; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
![(S)-N-{{3-[3,5-difluoro-4-(7-hydroxy-5-azaspiro[2,4]heptan-5-yl)phenyl]-2-oxo-5-oxazolidinyl}methyl}acetamide](/Databaselist/images/loading.webp)
