Technology Process of (2S,3S,4R)-1-(benzyloxy)-8-((tert-butyldiphenylsilyl)oxy)-3,5,5-trichlorooctane-2,4-diol
There total 12 articles about (2S,3S,4R)-1-(benzyloxy)-8-((tert-butyldiphenylsilyl)oxy)-3,5,5-trichlorooctane-2,4-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium tetrahydroborate; acetic acid;
In
acetonitrile;
at 0 ℃;
for 1h;
Inert atmosphere;
DOI:10.1021/jacs.9b05013
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: zirconium(IV) chloride / dichloromethane / 0.33 h / 0 °C / Inert atmosphere
1.2: 0.08 h / 0 - 20 °C / Inert atmosphere
2.1: sodium tetrahydroborate / methanol / 1.33 h / -78 °C / Inert atmosphere
2.2: 0.17 h / -78 - 20 °C / Inert atmosphere
With
sodium tetrahydroborate; zirconium(IV) chloride;
In
methanol; dichloromethane;
DOI:10.1002/anie.201102521
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: N-chloro-succinimide / tetrachloromethane; dichloromethane / 24.17 h / 0 - 20 °C / Darkness; Inert atmosphere
2.1: hydrogenchloride; water / 3 h / 20 °C / Inert atmosphere
3.1: (-)-N-methylephedrine; zinc trifluoromethanesulfonate; triethylamine / toluene / 0.25 h / 20 °C / Inert atmosphere
3.2: 18 h / 20 °C / Inert atmosphere
3.3: 0.5 h / 20 °C / Inert atmosphere
4.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 2.5 h / -78 - 20 °C / Inert atmosphere
4.2: -78 °C / Inert atmosphere
5.1: tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium / nonane; dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere
6.1: Dess-Martin periodane / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere
7.1: zirconium(IV) chloride / dichloromethane / 0.33 h / 0 °C / Inert atmosphere
7.2: 0.08 h / 0 - 20 °C / Inert atmosphere
8.1: sodium tetrahydroborate / methanol / 1.33 h / -78 °C / Inert atmosphere
8.2: 0.17 h / -78 - 20 °C / Inert atmosphere
With
hydrogenchloride; tert.-butylhydroperoxide; sodium tetrahydroborate; N-chloro-succinimide; bis(acetylacetonate)oxovanadium; (-)-N-methylephedrine; water; zirconium(IV) chloride; zinc trifluoromethanesulfonate; Dess-Martin periodane; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; methanol; tetrachloromethane; nonane; dichloromethane; toluene;
6.1: Dess-Martin oxidation;
DOI:10.1002/anie.201102521
