(2E,6E,10E)-1-溴-3,7,11,15-四甲基-2,6,10,14-十六碳四烯合成路线 （共 35 条）
反应条件
1: sodium ethanolate / 1,4-dioxane; ethanol / 0 - 20 °C 2: potassium hydroxide; water / methanol / 80 °C View Scheme
参考文献
COYOTE PHARMACEUTICALS, INC.; SERIZAWA, Hiroaki; ARGADE, Ankush B.; DATWANI, Akash; SPENCER, Natalie; PAN, Yonghua; ERMINI, Florian
Patent: WO2013/130654 A1, 2013 ;
反应条件
1: 78 percent / dimethylformamide / 24 h / Ambient temperature 2: 1.) n-BuLi, 3.) H2O, KOH 3: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C 4: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature 5: 1.) n-BuLi, 3.) H2O, KOH 6: 70 percent / Li, ethylamine / diethyl ether 7: 1.) n-BuLi / 1.) THF, HMPA, 2.) -78 deg C 8: 50 percent / Li, ethylamine / diethyl ether / -78 °C View Scheme
参考文献
Sato, Kikumasa; Inoue, Seiichi; Onishi, Akira; Uchida, Nobuhiko; Minowa, Nobuto
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 761 - 769
反应条件
pyridine; phosphorus tribromide in Petroleum ether
参考文献
Davis,J.B. et al.
Journal of the Chemical Society [Section] C: Organic, 1966 , p. 2154 - 2165
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Dare; Entwistle; Johnstone
Journal of the Chemical Society. Perkin transactions 1, 1968 , vol. 8, p. 977 - 980
反应条件
phosphorus tribromide in pyridine
参考文献
Naruta
Journal of Organic Chemistry, 1980 , vol. 45, # 21 p. 4097 - 4104
反应条件
lithium bromide in tetrahydrofuran
T=-45 - 0°C; Inert atmosphere;
参考文献
Devji, Tehsina; Reddy, Claire; Woo, Christina; Awale, Suresh; Kadota, Shigetoshi; Carrico-Moniz, Dora
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 19 p. 5770 - 5773
反应条件
1: 80 percent / PdCl2(CH3CN)2 / tetrahydrofuran / 40 h
2: K2CO3 / methanol / 20 °C
3: PBr3 / diethyl ether / 3 h / 0 °C
View Scheme
参考文献
Bakkestuen, Anne Kristin; Gundersen, Lise-Lotte; Petersen, Dirk; Utenova, Bibigul T.; Vik, Anders
Organic and Biomolecular Chemistry, 2005 , vol. 3, # 6 p. 1025 - 1033
反应条件
1: phosphorus tribromide
2: sodium / ethanol
3: 288 mg
4: lithium aluminium hydride
5: phosphorus tribromide
View Scheme
参考文献
Suga, Takayuki; Shishibori, Tsuyoshi
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2098 - 2104
反应条件
1: 288 mg
2: lithium aluminium hydride
3: phosphorus tribromide
View Scheme
参考文献
Suga, Takayuki; Shishibori, Tsuyoshi
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2098 - 2104
反应条件
1: sodium / ethanol
2: 288 mg
3: lithium aluminium hydride
4: phosphorus tribromide
View Scheme
参考文献
Suga, Takayuki; Shishibori, Tsuyoshi
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2098 - 2104
反应条件
trimethylsilyl bromide; zinc(II) iodide in diethyl ether
T=-15°C; 0.333333 h; Title compound not separated from byproducts;
参考文献
Bakkestuen, Anne Kristin; Gundersen, Lise-Lotte; Petersen, Dirk; Utenova, Bibigul T.; Vik, Anders
Organic and Biomolecular Chemistry, 2005 , vol. 3, # 6 p. 1025 - 1033
