Technology Process of (2S,35,4R,5S,6S)-2-(4-chloro-3-(4-(2-oxoethoxy)benzyl)phenyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate
There total 9 articles about (2S,35,4R,5S,6S)-2-(4-chloro-3-(4-(2-oxoethoxy)benzyl)phenyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2S,3S,4R,5S,6S)-2-(4-chloro-3-(4-(2-hydroxyethoxy)benzyl)phenyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl triacetate;
With
oxalyl dichloride; dimethyl sulfoxide;
In
dichloromethane;
at -78 ℃;
for 1h;
Inert atmosphere;
With
triethylamine;
In
dichloromethane;
at -78 - 20 ℃;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
1.2: 18 h / -78 - 20 °C
2.1: water; acetic acid / 22 h / 110 °C
2.2: 16 h / 20 °C
3.1: acetic acid; hydrogen bromide / water; dichloromethane / 2.5 h / 20 °C
4.1: zinc(II) oxide / 1 h / 60 °C
5.1: caesium carbonate / N,N-dimethyl-formamide / 36 h / 20 °C
6.1: acetic acid / tetrahydrofuran; water / 24 h / 0 - 20 °C
7.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 2.08 h / -78 °C / Inert atmosphere
With
n-butyllithium; oxalyl dichloride; hydrogen bromide; caesium carbonate; acetic acid; zinc(II) oxide;
In
tetrahydrofuran; hexane; dichloromethane; water; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: acetic acid; hydrogen bromide / water; dichloromethane / 2.5 h / 20 °C
2: zinc(II) oxide / 1 h / 60 °C
3: caesium carbonate / N,N-dimethyl-formamide / 36 h / 20 °C
4: acetic acid / tetrahydrofuran; water / 24 h / 0 - 20 °C
5: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 2.08 h / -78 °C / Inert atmosphere
With
oxalyl dichloride; hydrogen bromide; caesium carbonate; acetic acid; zinc(II) oxide;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
