Technology Process of (E)-(1R,2S)-1-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,5-dimethoxy-hex-3-en-2-ol
There total 14 articles about (E)-(1R,2S)-1-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,5-dimethoxy-hex-3-en-2-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
diethyl ether;
at -78 ℃;
for 0.5h;
DOI:10.1021/ja00247a025
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) butyllithium 2.) ZnBr2 / tetrahydrofuran; hexane / 1.) from -30 deg C to 10 deg C, 4 h 2.) 15 min 3.) -40 deg C, 4 h, then to 0 deg C, within 3 h
2: 91 percent / imidazole / dimethylformamide / 5 h / 80 °C
3: 82 percent / pyridine, bromine / acetonitrile; H2O / 1.) -20 deg C 2.) rt, 2 h
4: 82 percent / camphorsulfonic acid / methanol / 0 °C
5: 77 percent / DIBAL / diethyl ether / 0.5 h / -78 °C
With
pyridine; 1H-imidazole; n-butyllithium; camphor-10-sulfonic acid; bromine; diisobutylaluminium hydride; zinc dibromide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja00247a025
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 91 percent / imidazole / dimethylformamide / 5 h / 80 °C
2: 82 percent / pyridine, bromine / acetonitrile; H2O / 1.) -20 deg C 2.) rt, 2 h
3: 82 percent / camphorsulfonic acid / methanol / 0 °C
4: 77 percent / DIBAL / diethyl ether / 0.5 h / -78 °C
With
pyridine; 1H-imidazole; camphor-10-sulfonic acid; bromine; diisobutylaluminium hydride;
In
methanol; diethyl ether; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja00247a025