Technology Process of (2S,3S,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-(2,3-dihydrobenzofuran-5-ylmethyl)phenyl]-6-methoxy-tetrahydropyran-2-carbaldehyde
There total 10 articles about (2S,3S,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-(2,3-dihydrobenzofuran-5-ylmethyl)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-(2,3-dihydrobenzofuran-5-ylmethyl)phenyl]-6-methoxy-tetrahydropyran-2-yl]methanol;
With
oxalyl dichloride;
In
dichloromethane; dimethyl sulfoxide;
at 2 ℃;
for 2.66h;
With
triethylamine;
In
dichloromethane; dimethyl sulfoxide;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: aluminum (III) chloride / dichloromethane / 2 h
2.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 0.5 h / 0 °C
3.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 16 h
4.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 1 h / -78 °C
4.2: 3 h / -78 °C
4.3: 16 h
5.1: pyridine; dmap / 16 h
6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 - 20 °C
6.2: 16 h
7.1: acetyl chloride; methanol / 1 h
8.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 2.66 h / 2 °C
With
pyridine; methanol; triethylsilane; dmap; aluminum (III) chloride; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; sodium hydride; acetyl chloride;
In
tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; mineral oil;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 0.5 h / 0 °C
2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 16 h
3.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 1 h / -78 °C
3.2: 3 h / -78 °C
3.3: 16 h
4.1: pyridine; dmap / 16 h
5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 - 20 °C
5.2: 16 h
6.1: acetyl chloride; methanol / 1 h
7.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 2.66 h / 2 °C
With
pyridine; methanol; triethylsilane; dmap; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; sodium hydride; acetyl chloride;
In
tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; mineral oil;
![[(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-(2,3-dihydrobenzofuran-5-ylmethyl)phenyl]-6-methoxy-tetrahydropyran-2-yl]methanol](/Databaselist/images/loading.webp)
