Technology Process of methyl (2Z,4R)-5-(tert-butyldiphenylsiloxy)-2,4-dimethyl-2-pentenoate
There total 4 articles about methyl (2Z,4R)-5-(tert-butyldiphenylsiloxy)-2,4-dimethyl-2-pentenoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
bis(2,2,2-trifluoroethyl) 1-(methoxycarbonyl)ethylphosphonate;
With
18-crown-6 ether; potassium hexamethylsilazane;
In
tetrahydrofuran; toluene;
at -78 ℃;
for 0.25h;
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal;
In
tetrahydrofuran; toluene;
at -78 - -10 ℃;
for 3h;
DOI:10.1016/S0040-4020(01)00593-2
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: DIBAL / diethyl ether; hexane / 0.33 h / -78 °C
2.1: 18-crown-6; KHMDS / tetrahydrofuran; toluene / 0.25 h / -78 °C
2.2: 1.13 g / tetrahydrofuran; toluene / 3 h / -78 - -10 °C
With
18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride;
In
tetrahydrofuran; diethyl ether; hexane; toluene;
2.2: Still-Horner olefination;
DOI:10.1016/S0040-4020(01)00593-2
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 95 percent / imidazole / dimethylformamide / 8 h / 0 - 20 °C
2.1: DIBAL / diethyl ether; hexane / 0.33 h / -78 °C
3.1: 18-crown-6; KHMDS / tetrahydrofuran; toluene / 0.25 h / -78 °C
3.2: 1.13 g / tetrahydrofuran; toluene / 3 h / -78 - -10 °C
With
1H-imidazole; 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride;
In
tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; toluene;
3.2: Still-Horner olefination;
DOI:10.1016/S0040-4020(01)00593-2