(9Z,12E)-9,12-十四碳二烯-1-醇乙酸酯合成路线 （共 53 条）
反应条件
1: 66 percent / ethylmagnesium bromide / CuCl 2: 80 percent / LiAlH4 3: mesylation 4: LiAlH4 5: 79 percent / acetylation View Scheme
参考文献
Chattopadhyay, A.; Mamdapur, V. R.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1987 , vol. 26, # 1-12 p. 868 - 869
反应条件
1: PBr3 / petroleum ether / -20 °C 2: 73 percent / 4 h / 150 - 160 °C 3: 1) n-BuLi, / 1) hexane, THF, 1 h, 0 deg C, 2) 30 min, -60 deg C; 12 h, r.t. 4: LiAlH4 / diethyl ether / 1) 1 h, 0 deg C, 2) 1 h, r.t. 5: 48 percent / p-toluenesulphonic acid / methanol; H2O / 2 h / 60 °C 6: pyridine View Scheme
参考文献
Bestmann, Hans Juergen; Koschatzky, Karl-Heinrich; Plenchette, Alain; Suess, Joachim; Vostrowsky, Otto
Liebigs Annalen der Chemie, 1982 , # 3 p. 536 - 544
反应条件
1: 80 percent / benzene / 48 h / Heating 2: Na-HMDS 3: 62 percent / -78 °C View Scheme
参考文献
Bestmann, Hans Juergen; Koschatzky, Karl-Heinrich; Plenchette, Alain; Suess, Joachim; Vostrowsky, Otto
Liebigs Annalen der Chemie, 1982 , # 3 p. 536 - 544
反应条件
1: 1) n-BuLi, / 1) hexane, THF, 1 h, 0 deg C, 2) 30 min, -60 deg C; 12 h, r.t. 2: LiAlH4 / diethyl ether / 1) 1 h, 0 deg C, 2) 1 h, r.t. 3: 48 percent / p-toluenesulphonic acid / methanol; H2O / 2 h / 60 °C 4: pyridine View Scheme
参考文献
Bestmann, Hans Juergen; Koschatzky, Karl-Heinrich; Plenchette, Alain; Suess, Joachim; Vostrowsky, Otto
Liebigs Annalen der Chemie, 1982 , # 3 p. 536 - 544
反应条件
1: 73 percent / 4 h / 150 - 160 °C 2: 1) n-BuLi, / 1) hexane, THF, 1 h, 0 deg C, 2) 30 min, -60 deg C; 12 h, r.t. 3: LiAlH4 / diethyl ether / 1) 1 h, 0 deg C, 2) 1 h, r.t. 4: 48 percent / p-toluenesulphonic acid / methanol; H2O / 2 h / 60 °C 5: pyridine View Scheme
参考文献
Bestmann, Hans Juergen; Koschatzky, Karl-Heinrich; Plenchette, Alain; Suess, Joachim; Vostrowsky, Otto
Liebigs Annalen der Chemie, 1982 , # 3 p. 536 - 544
反应条件
1: 48 percent / p-toluenesulphonic acid / methanol; H2O / 2 h / 60 °C 2: pyridine View Scheme
参考文献
Bestmann, Hans Juergen; Koschatzky, Karl-Heinrich; Plenchette, Alain; Suess, Joachim; Vostrowsky, Otto
Liebigs Annalen der Chemie, 1982 , # 3 p. 536 - 544
反应条件
1: LiAlH4 / diethyl ether / 1) 1 h, 0 deg C, 2) 1 h, r.t. 2: 48 percent / p-toluenesulphonic acid / methanol; H2O / 2 h / 60 °C 3: pyridine View Scheme
参考文献
Bestmann, Hans Juergen; Koschatzky, Karl-Heinrich; Plenchette, Alain; Suess, Joachim; Vostrowsky, Otto
Liebigs Annalen der Chemie, 1982 , # 3 p. 536 - 544
反应条件
1: 1) Mg / 2) Li2CuCl4 / 1) THF; 2) THF, 5 h, -10 deg C 2: 72 percent / AcOH, pyridine View Scheme
参考文献
Vig; Sharma; Sabharwal; Gupta; Huq
Journal of the Indian Chemical Society, 1990 , vol. 67, # 1 p. 34 - 36
反应条件
1: C32H41N3O4Ru / tetrahydrofuran / 5 h / 20 °C / |Inert atmosphere; |Glovebox 2: pyridine / dichloromethane / 18 h / 20 °C / |Inert atmosphere View Scheme
参考文献
Herbert, Myles B.; Marx, Vanessa M.; Pederson, Richard L.; Grubbs, Robert H.
Angewandte Chemie - International Edition, 2013 , vol. 52, # 1 p. 310 - 314
Angew. Chem., 2012 , vol. 125, # 1 p. 328 - 332,5
反应条件
1: 80 percent / LiAlH4 2: mesylation 3: LiAlH4 4: 79 percent / acetylation View Scheme
参考文献
Chattopadhyay, A.; Mamdapur, V. R.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1987 , vol. 26, # 1-12 p. 868 - 869
