Technology Process of (2R,3R,4R)-4-(4-allyloxy-3-methoxyphenyl)-4-(tert-butyldimethylsilanyloxy)-2,3-dimethylbutyraldehyde
There total 11 articles about (2R,3R,4R)-4-(4-allyloxy-3-methoxyphenyl)-4-(tert-butyldimethylsilanyloxy)-2,3-dimethylbutyraldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
pyridine; Dess-Martin periodane;
In
dichloromethane;
at 0 - 20 ℃;
DOI:10.1021/ol0621710
- Guidance literature:
-
Multi-step reaction with 9 steps
1: HCl / diethyl ether / 5 - 15 °C
2: 10.4 g / H2O / 0.5 h
3: 96 percent / imidazole / dimethylformamide / 0 - 20 °C
4: Dibal-H / toluene / 1.5 h / -78 °C
5: 2.73 g / CH2Cl2 / 12 h / 20 °C
6: 87 percent / LiBr; CuI; TMSCl / tetrahydrofuran / 3 h / -78 °C
7: 85 percent / NaHMDS / tetrahydrofuran / 3 h / -78 °C
8: 86 percent / Dibal-H / toluene / -78 - 0 °C
9: 90 percent / Dess-Martin periodinane; pyridine / CH2Cl2 / 0 - 20 °C
With
pyridine; 1H-imidazole; hydrogenchloride; copper(l) iodide; chloro-trimethyl-silane; water; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; lithium bromide;
In
tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
5: Wittig reaction / 9: Dess-Martin oxidation;
DOI:10.1021/ol0621710
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 96 percent / imidazole / dimethylformamide / 0 - 20 °C
2: Dibal-H / toluene / 1.5 h / -78 °C
3: 2.73 g / CH2Cl2 / 12 h / 20 °C
4: 87 percent / LiBr; CuI; TMSCl / tetrahydrofuran / 3 h / -78 °C
5: 85 percent / NaHMDS / tetrahydrofuran / 3 h / -78 °C
6: 86 percent / Dibal-H / toluene / -78 - 0 °C
7: 90 percent / Dess-Martin periodinane; pyridine / CH2Cl2 / 0 - 20 °C
With
pyridine; 1H-imidazole; copper(l) iodide; chloro-trimethyl-silane; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; lithium bromide;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
3: Wittig reaction / 7: Dess-Martin oxidation;
DOI:10.1021/ol0621710
