醋酸(E)-11-十四烯酯合成路线 (共 62 条)
反应条件
1: 60 percent / PBr3 / diethyl ether; pyridine / 2 h / Heating 2: 1.) activated Mg; 2.) Li2CuCl4 / 1.)THF, N2 2.) THF, -10 deg C, 5.5 h 3: 92 percent / acetic acid; pyridine / 13 h / 0 °C View Scheme
参考文献
Vig; Kad; Sabharwal; Dogra; Sharma
Journal of the Indian Chemical Society, 1989 , vol. 66, # 4 p. 233 - 235
反应条件
1: 60 percent / NaBH4 / ethanol / 3 h 2: 60 percent / PBr3 / diethyl ether; pyridine / 2 h / Heating 3: 1.) activated Mg; 2.) Li2CuCl4 / 1.)THF, N2 2.) THF, -10 deg C, 5.5 h 4: 92 percent / acetic acid; pyridine / 13 h / 0 °C View Scheme
参考文献
Vig; Kad; Sabharwal; Dogra; Sharma
Journal of the Indian Chemical Society, 1989 , vol. 66, # 4 p. 233 - 235
反应条件
1: p-TsOH / diethyl ether 2: 51 percent / dimethylsulfoxide / 16 h / Ambient temperature 3: 1.) 2M BuLi / 1.) hexane, HMPT, 0 deg C, 30 min, 2.) 20 deg C, 12 h 4: p-TsOH / methanol / 2 h / Heating 5: 90 percent / LiAlH4 / 1,2-dimethoxy-ethane / 48 h / 140 °C 6: 95 percent / pyridine / diethyl ether View Scheme
参考文献
Rossi, Renzo; Carpita, Adriano; Gaudenzi, Loretta; Quirici, Maria Grazia
Gazzetta Chimica Italiana, 1980 , vol. 110, # 4 p. 237 - 246
反应条件
1: 85percent hydrazine hydrate / butan-1-ol / Heating 2: O2, CuCl / pyridine 3: LiAlH4 / bis-(2-methoxy-ethyl) ether / 15 °C 4: acetic acid / 10 h / 50 °C View Scheme
参考文献
Oprean, I.; Ciupe, Hilke; Gansca, Lucia; Hodosan, F.
Journal fuer Praktische Chemie (Leipzig), 1987 , vol. 329, # 2 p. 283 - 289
反应条件
1: (AcO)2Cu / acetic acid; H2O / 0.67 h / Heating 2: 85percent hydrazine hydrate / butan-1-ol / Heating 3: O2, CuCl / pyridine 4: LiAlH4 / bis-(2-methoxy-ethyl) ether / 15 °C 5: acetic acid / 10 h / 50 °C View Scheme
参考文献
Oprean, I.; Ciupe, Hilke; Gansca, Lucia; Hodosan, F.
Journal fuer Praktische Chemie (Leipzig), 1987 , vol. 329, # 2 p. 283 - 289
反应条件
1: O2, CuCl / pyridine 2: LiAlH4 / bis-(2-methoxy-ethyl) ether / 15 °C 3: acetic acid / 10 h / 50 °C View Scheme
参考文献
Oprean, I.; Ciupe, Hilke; Gansca, Lucia; Hodosan, F.
Journal fuer Praktische Chemie (Leipzig), 1987 , vol. 329, # 2 p. 283 - 289
反应条件
1: piperidine acetate / xylene / 4 h / Heating 2: TsOH / 24 h / Ambient temperature 3: 93 percent / DIBAH / diethyl ether; toluene / 1.5 h / -20 °C 4: 97 percent / pyridine / 18 h / -5 - 0 °C 5: 82 percent / LiAlH4 / diethyl ether / 1.5 h 6: 1.) DIBAH, ZrCl4, 2.) O2 / 1.) toluene, hexane, 7 h, 2.) toluene, hexane, from 0 to 60 deg C, 5 h 7: 92 percent / pyridine / 24 h / Ambient temperature View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Vakhidov, R. R.; Berg, A. A.; Muslukhov, R. R.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1992 , vol. 28, # 2 p. 237 - 240
Khimiya Prirodnykh Soedinenii, 1992 , # 2 p. 272 - 276
反应条件
1: 64 percent / tetrahydrofuran / 2 h / Ambient temperature 2: piperidine acetate / xylene / 4 h / Heating 3: TsOH / 24 h / Ambient temperature 4: 93 percent / DIBAH / diethyl ether; toluene / 1.5 h / -20 °C 5: 97 percent / pyridine / 18 h / -5 - 0 °C 6: 82 percent / LiAlH4 / diethyl ether / 1.5 h 7: 1.) DIBAH, ZrCl4, 2.) O2 / 1.) toluene, hexane, 7 h, 2.) toluene, hexane, from 0 to 60 deg C, 5 h 8: 92 percent / pyridine / 24 h / Ambient temperature View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Vakhidov, R. R.; Berg, A. A.; Muslukhov, R. R.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1992 , vol. 28, # 2 p. 237 - 240
Khimiya Prirodnykh Soedinenii, 1992 , # 2 p. 272 - 276
反应条件
1: 97 percent / pyridine / 18 h / -5 - 0 °C 2: 82 percent / LiAlH4 / diethyl ether / 1.5 h 3: 1.) DIBAH, ZrCl4, 2.) O2 / 1.) toluene, hexane, 7 h, 2.) toluene, hexane, from 0 to 60 deg C, 5 h 4: 92 percent / pyridine / 24 h / Ambient temperature View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Vakhidov, R. R.; Berg, A. A.; Muslukhov, R. R.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1992 , vol. 28, # 2 p. 237 - 240
Khimiya Prirodnykh Soedinenii, 1992 , # 2 p. 272 - 276
反应条件
1: TsOH / 24 h / Ambient temperature 2: 93 percent / DIBAH / diethyl ether; toluene / 1.5 h / -20 °C 3: 97 percent / pyridine / 18 h / -5 - 0 °C 4: 82 percent / LiAlH4 / diethyl ether / 1.5 h 5: 1.) DIBAH, ZrCl4, 2.) O2 / 1.) toluene, hexane, 7 h, 2.) toluene, hexane, from 0 to 60 deg C, 5 h 6: 92 percent / pyridine / 24 h / Ambient temperature View Scheme
参考文献
Odinokov, V. N.; Ishmuratov, G. Yu.; Vakhidov, R. R.; Berg, A. A.; Muslukhov, R. R.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1992 , vol. 28, # 2 p. 237 - 240
Khimiya Prirodnykh Soedinenii, 1992 , # 2 p. 272 - 276