Technology Process of (2S,3S,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[dideuterio-(4-ethoxy-3-fluorophenyl)methyl]phenyl]-6-methoxy-tetrahydropyran-2-carbaldehyde
There total 11 articles about (2S,3S,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[dideuterio-(4-ethoxy-3-fluorophenyl)methyl]phenyl]-6-methoxy-tetrahydropyran-2-carbaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
[(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[dideuterio-(4-ethoxy-3-fluorophenyl)methyl]phenyl]-6-methoxy-tetrahydropyran-2-yl]methanol;
With
oxalyl dichloride;
In
dichloromethane; dimethyl sulfoxide;
at -78 - 20 ℃;
for 2.5h;
With
triethylamine;
In
dichloromethane; dimethyl sulfoxide;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: potassium carbonate / acetone / 5 h / Reflux
2.1: aluminum (III) chloride / dichloromethane / 16 h / 0 °C
3.1: aluminum (III) chloride; trifluoroacetic acid / tetrahydrofuran / 2 h / 20 °C / Cooling with ice
4.1: trifluoroacetic acid / 3 h
5.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C
5.2: 2 h / -78 °C
5.3: 16 h / 20 °C
6.1: dmap; 1H-imidazole / dichloromethane / 16 h
7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.67 h / 20 °C / Cooling with ice
7.2: 3 h
8.1: methanol / 1 h
9.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 2.5 h / -78 - 20 °C
With
1H-imidazole; dmap; aluminum (III) chloride; n-butyllithium; oxalyl dichloride; sodium hydride; potassium carbonate; trifluoroacetic acid;
In
tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; mineral oil;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: aluminum (III) chloride; trifluoroacetic acid / tetrahydrofuran / 2 h / 20 °C / Cooling with ice
2.1: trifluoroacetic acid / 3 h
3.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C
3.2: 2 h / -78 °C
3.3: 16 h / 20 °C
4.1: dmap; 1H-imidazole / dichloromethane / 16 h
5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.67 h / 20 °C / Cooling with ice
5.2: 3 h
6.1: methanol / 1 h
7.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 2.5 h / -78 - 20 °C
With
1H-imidazole; dmap; aluminum (III) chloride; n-butyllithium; oxalyl dichloride; sodium hydride; trifluoroacetic acid;
In
tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;
![[(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[dideuterio-(4-ethoxy-3-fluorophenyl)methyl]phenyl]-6-methoxy-tetrahydropyran-2-yl]methanol](/Databaselist/images/loading.webp)
