Technology Process of (2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-propionylbenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
There total 10 articles about (2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-propionylbenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium carbonate;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
water; N,N-dimethyl-formamide;
at 100 ℃;
for 1h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: hydrogenchloride / water / 18 h / 70 - 80 °C
2.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere
3.1: n-butyllithium / toluene; pentane; tetrahydrofuran / 0.25 h / -78 °C
3.2: 3 h
3.3: 16 h / 0 - 20 °C
4.1: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 - 20 °C
5.1: water; boron trifluoride diethyl etherate; triethylsilane / acetonitrile / 18 h / 0 - 20 °C
6.1: hydrogen bromide; acetic acid / 18 h / 20 °C
7.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 1 h / 100 °C / Inert atmosphere
With
hydrogenchloride; triethylsilane; dmap; n-butyllithium; boron trifluoride diethyl etherate; water; hydrogen bromide; sodium carbonate; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; acetonitrile; pentane;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: iodine; sodium tetrahydroborate / tetrahydrofuran / 18 h / Reflux
2.1: hydrogenchloride / water / 18 h / 70 - 80 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere
4.1: n-butyllithium / toluene; pentane; tetrahydrofuran / 0.25 h / -78 °C
4.2: 3 h
4.3: 16 h / 0 - 20 °C
5.1: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 - 20 °C
6.1: water; boron trifluoride diethyl etherate; triethylsilane / acetonitrile / 18 h / 0 - 20 °C
7.1: hydrogen bromide; acetic acid / 18 h / 20 °C
8.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 1 h / 100 °C / Inert atmosphere
With
hydrogenchloride; triethylsilane; dmap; sodium tetrahydroborate; n-butyllithium; boron trifluoride diethyl etherate; water; hydrogen bromide; iodine; sodium carbonate; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; acetonitrile; pentane;
