Technology Process of (R)-2-(3-(benzyloxy)-4-((R)-1-(triethylsilyloxy)but-3-enyl)isoxazol-5-yl)-2-(tert-butyldimethylsilyloxy)ethanol
There total 7 articles about (R)-2-(3-(benzyloxy)-4-((R)-1-(triethylsilyloxy)but-3-enyl)isoxazol-5-yl)-2-(tert-butyldimethylsilyloxy)ethanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
triethylsilyl chloride; C22H33NO5Si;
With
1H-imidazole;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 0.333333h;
Inert atmosphere;
With
acetic acid;
In
tetrahydrofuran; water;
at 20 ℃;
for 9h;
Inert atmosphere;
DOI:10.1021/ol302691j
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 1H-imidazole / N,N-dimethyl-formamide / 3.5 h / 0 °C / Inert atmosphere
2.1: potassium hydrogencarbonate; N-chloro-succinimide / ethyl acetate / 120 h / 20 - 48 °C / Inert atmosphere
3.1: diisobutylaluminium hydride / hexane; toluene / 2 h / -78 °C / Inert atmosphere
4.1: sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine / dichloromethane; dimethyl sulfoxide / 1 h / 0 °C / Inert atmosphere
5.1: pentane; diethyl ether / 1 h / -110 - -78 °C / Inert atmosphere
6.1: pyridine hydrogenfluoride; THF-pyridine / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere
7.1: 1H-imidazole / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere
7.2: 9 h / 20 °C / Inert atmosphere
With
1H-imidazole; N-chloro-succinimide; THF-pyridine; sulfur trioxide pyridine complex; diisobutylaluminium hydride; potassium hydrogencarbonate; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; pentane;
DOI:10.1021/ol302691j
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: diisobutylaluminium hydride / hexane; toluene / 2 h / -78 °C / Inert atmosphere
2.1: sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine / dichloromethane; dimethyl sulfoxide / 1 h / 0 °C / Inert atmosphere
3.1: pentane; diethyl ether / 1 h / -110 - -78 °C / Inert atmosphere
4.1: pyridine hydrogenfluoride; THF-pyridine / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere
5.1: 1H-imidazole / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere
5.2: 9 h / 20 °C / Inert atmosphere
With
1H-imidazole; THF-pyridine; sulfur trioxide pyridine complex; diisobutylaluminium hydride; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; pentane;
DOI:10.1021/ol302691j
