Technology Process of germacrene B
There total 15 articles about germacrene B which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
chromium chloride; samarium; samarium diiodide;
In
tetrahydrofuran;
at 20 ℃;
for 0.5h;
- Guidance literature:
-
Multi-step reaction with 2 steps
1: Red-Al / toluene / 0.25 h / -78 °C
2: 1.) N,N,N',N'-tetramethylethylenediamine, BuLi, 2.) TMPDCl, 3.) Li, EtNH2 / 1) THF, hexane, 78 deg C, 15 min; 2) THF, hexane, -78 deg C, 5 min, rt, 1 h; 3) THF, hexane, 0 deg C, 25 min
With
n-butyllithium; N,N,N,N,-tetramethylethylenediamine; TMPDCl; lithium; ethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
toluene;
DOI:10.1021/jo970901z
- Guidance literature:
-
Multi-step reaction with 10 steps
1: Ph3P; CCl4 / 1 h / Heating
2: m-chloroperbenzoic acid / CH2Cl2 / 1 h / 0 °C
3: 72 percent / HIO4*2H2O / tetrahydrofuran; diethyl ether / 1 h / 0 °C
4: KCN*18-crown-6 / 12 h / 4 °C
5: PhCH2NMe3F / H2O; tetrahydrofuran / 2 h / 20 °C
6: p-TsOH / benzene / 3 h / 0 °C
7: 48 percent / NaN(SiMe3)2 / tetrahydrofuran / 0.5 h / 70 °C
8: pyridinium p-toluenesulfonate / methanol / 6 h / 40 °C
9: NaOH / H2O; diethyl ether / 0.05 h
10: 82 percent / Sm; SmI2; CrCl3 / tetrahydrofuran / 0.5 h / 20 °C
With
tetrachloromethane; chromium chloride; sodium hydroxide; samarium; samarium diiodide; (K-18-crown-6 ether) cyanide; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; trimethyl(benzyl)ammonium fluoride; toluene-4-sulfonic acid; periodic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; benzene;
1: Chlorination / 2: Epoxidation / 3: Oxidation / 4: Addition / 5: Hydrolysis / 6: Etherification / 7: Cyclization / 8: Deetherification / 9: Hydrolysis / 10: Alkylation;