Technology Process of (2S,3R4R5S,6R)-2-(3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)-4-fluorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
There total 16 articles about (2S,3R4R5S,6R)-2-(3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)-4-fluorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
ammonia;
In
methanol;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: magnesium / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
2.1: triethylsilane; boron trifluoride diethyl etherate / diethyl ether; dichloromethane; acetonitrile / 12 h / 20 °C / Inert atmosphere
3.1: boron tribromide / dichloromethane / 0 - 20 °C / Inert atmosphere
4.1: caesium carbonate / N,N-dimethyl-formamide / 6 h / 120 °C / Inert atmosphere
5.1: tert.-butyl lithium / tetrahydrofuran; toluene / 0.5 h / -78 - 20 °C / Inert atmosphere
5.2: 2 h / -78 °C
5.3: 12 h / 20 °C
6.1: triethylsilane; boron trifluoride diethyl etherate / diethyl ether; dichloromethane; acetonitrile / 6 h / 0 °C / Inert atmosphere
7.1: pyridine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere
8.1: ammonia / methanol / 20 °C
With
triethylsilane; boron trifluoride diethyl etherate; ammonia; tert.-butyl lithium; boron tribromide; caesium carbonate;
pyridine; dmap; magnesium;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sulfuric acid / 16 h / Reflux
2.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / -78 °C
2.2: 20 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C
4.1: triethylamine / dmap / 20 °C
5.1: caesium carbonate / N,N-dimethyl-formamide / 6 h / 120 °C / Inert atmosphere
6.1: tert.-butyl lithium / tetrahydrofuran; toluene / 0.5 h / -78 - 20 °C / Inert atmosphere
6.2: 2 h / -78 °C
6.3: 12 h / 20 °C
7.1: triethylsilane; boron trifluoride diethyl etherate / diethyl ether; dichloromethane; acetonitrile / 6 h / 0 °C / Inert atmosphere
8.1: pyridine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere
9.1: ammonia / methanol / 20 °C
With
triethylsilane; lithium aluminium tetrahydride; n-butyllithium; boron trifluoride diethyl etherate; ammonia; tert.-butyl lithium; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine;
pyridine; dmap; sulfuric acid;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
