(Z)-6-二十一碳烯-11-酮合成路线 (共 124 条)
反应条件
1: 83.8 percent / p-toluenesulfonic acid / benzene / 8 h / Heating 2: 1.) BHBr2*SMe2, 2.) LAH, 3.) NaOMe, I2 3: 87 percent / aq. HCl / diethyl ether / 2.5 h / Ambient temperature View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 33, # 4 p. 365 - 367
反应条件
1: 1.) BHBr2*SMe2, 2.) LAH, 3.) NaOMe, I2 2: 87 percent / aq. HCl / diethyl ether / 2.5 h / Ambient temperature View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 33, # 4 p. 365 - 367
反应条件
1: 87 percent / osmium tetroxide, sodium periodate / tetrahydrofuran; H2O 2: 65 percent View Scheme
参考文献
Agricultural and Biological Chemistry, , vol. 48, # 8 p. 2151 - 2154
反应条件
1: 2) Amberlyst A-21 / 1) 5 min, ice bath, 2) 7 h, rt 2: K2Cr2O7, Bu4NHSO4, 30percent H2SO4 / CH2Cl2 / 2 h / -10 °C 3: 90 percent / methanol / 12 h 4: 90 percent / LiALH4 / tetrahydrofuran / 1.5 h / 0 °C 5: 95 percent / Amberlyst A-15 / acetone; H2O / 5 h / 80 °C View Scheme
参考文献
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , # 6 p. 1419 - 1421
反应条件
1: 90 percent / methanol / 12 h 2: 90 percent / LiALH4 / tetrahydrofuran / 1.5 h / 0 °C 3: 95 percent / Amberlyst A-15 / acetone; H2O / 5 h / 80 °C View Scheme
参考文献
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , # 6 p. 1419 - 1421
反应条件
1: 90 percent / LiALH4 / tetrahydrofuran / 1.5 h / 0 °C 2: 95 percent / Amberlyst A-15 / acetone; H2O / 5 h / 80 °C View Scheme
参考文献
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , # 6 p. 1419 - 1421
反应条件
1: 90 percent / LiAlH4 / diethyl ether / reflux, then room temp., overnight, then reflux, 30 min 2: 90 percent / PBr3, pyridine / diethyl ether / reflux, 20 min, then room temp., overnight, then reflux, 2 h 3: 1)Mg / 1)THF 2)room temp., overnight, then reflux, 3 h 4: 60 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 19, # 11 p. 950 - 951
反应条件
1: 90 percent / PBr3, pyridine / diethyl ether / cooled, 30 min, then standing overnight, then reflux, 2 h 2: 70 percent / benzene; dimethylformamide / 16 h / Heating 3: 80 percent / NaCl / H2O; dimethylsulfoxide / 8 h / 140 - 145 °C 4: 90 percent / LiAlH4 / diethyl ether / reflux, then room temp., overnight, then reflux, 30 min 5: 90 percent / PBr3, pyridine / diethyl ether / reflux, 20 min, then room temp., overnight, then reflux, 2 h 6: 1)Mg / 1)THF 2)room temp., overnight, then reflux, 3 h 7: 60 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 19, # 11 p. 950 - 951
反应条件
1: 70 percent / benzene; dimethylformamide / 16 h / Heating 2: 80 percent / NaCl / H2O; dimethylsulfoxide / 8 h / 140 - 145 °C 3: 90 percent / LiAlH4 / diethyl ether / reflux, then room temp., overnight, then reflux, 30 min 4: 90 percent / PBr3, pyridine / diethyl ether / reflux, 20 min, then room temp., overnight, then reflux, 2 h 5: 1)Mg / 1)THF 2)room temp., overnight, then reflux, 3 h 6: 60 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 19, # 11 p. 950 - 951
反应条件
1: 80 percent / NaCl / H2O; dimethylsulfoxide / 8 h / 140 - 145 °C 2: 90 percent / LiAlH4 / diethyl ether / reflux, then room temp., overnight, then reflux, 30 min 3: 90 percent / PBr3, pyridine / diethyl ether / reflux, 20 min, then room temp., overnight, then reflux, 2 h 4: 1)Mg / 1)THF 2)room temp., overnight, then reflux, 3 h 5: 60 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature View Scheme
参考文献
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, , vol. 19, # 11 p. 950 - 951