Technology Process of [(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[(2,3-difluoro-4-methoxy-phenyl)methyl]phenyl]-6-methoxy-tetrahydropyran-2-yl]methanol
There total 14 articles about [(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[(2,3-difluoro-4-methoxy-phenyl)methyl]phenyl]-6-methoxy-tetrahydropyran-2-yl]methanol 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-[(2,3-difluoro-4-methoxy-phenyl)methyl]phenyl]-6-methoxy-tetrahydropyran-2-yl]methoxy]trimethylsilane;
In
methanol;
for 1h;
With
acetyl chloride;
In
methanol;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: thionyl chloride / toluene; N,N-dimethyl-formamide / 5 h / 0 - 100 °C
2.1: aluminum (III) chloride / dichloromethane / 16 h / 0 °C
3.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 0.5 h
4.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 16 h
5.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 1 h / -78 °C
5.2: 3 h / -78 °C
6.1: pyridine; dmap / pyridine; ethyl acetate / 16 h
7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 0 - 20 °C
8.1: methanol / 1 h
With
pyridine; methanol; triethylsilane; dmap; aluminum (III) chloride; sodium tetrahydroborate; n-butyllithium; thionyl chloride; boron trifluoride diethyl etherate; sodium hydride;
In
tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 1 h / -78 °C
1.2: 3 h / -78 °C
2.1: pyridine; dmap / pyridine; ethyl acetate / 16 h
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 0 - 20 °C
4.1: methanol / 1 h
With
pyridine; dmap; n-butyllithium; sodium hydride;
In
tetrahydrofuran; pyridine; methanol; hexane; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil;