(3Z,13Z)-3,13-十八碳二烯-1-基乙酸酯合成路线 （共 52 条）
反应条件
1.1: 70 percent / pyridine / CH2Cl2 / 1 h / 0 °C 2.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / 0 °C 2.2: tetrahydrofuran; hexane / 1 h / 0 °C 2.3: 58 percent / tetrahydrofuran; hexane / 1 h / 0 °C 3.1: 99 percent / PPTS / diethyl ether / 4 h / 60 °C 4.1: H2 / Pd/CaCO3 poisoned with Pb / hexane / 18 h 5.1: pyridine; DMAP View Scheme
参考文献
Tetrahedron, , vol. 60, # 45 p. 10239 - 10244
反应条件
1: H2 / Pd/CaCO3 poisoned with Pb / hexane / 18 h 2: pyridine; DMAP View Scheme
参考文献
Tetrahedron, , vol. 60, # 45 p. 10239 - 10244
反应条件
1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / 0 °C 1.2: tetrahydrofuran; hexane / 1 h / 0 °C 1.3: 58 percent / tetrahydrofuran; hexane / 1 h / 0 °C 2.1: 99 percent / PPTS / diethyl ether / 4 h / 60 °C 3.1: H2 / Pd/CaCO3 poisoned with Pb / hexane / 18 h 4.1: pyridine; DMAP View Scheme
参考文献
Tetrahedron, , vol. 60, # 45 p. 10239 - 10244
反应条件
1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / 0 °C 1.2: tetrahydrofuran; hexane / 1 h / 0 °C 1.3: 58 percent / tetrahydrofuran; hexane / 1 h / 0 °C 2.1: 99 percent / PPTS / diethyl ether / 4 h / 60 °C 3.1: H2 / Pd/CaCO3 poisoned with Pb / hexane / 18 h 4.1: pyridine; DMAP View Scheme
参考文献
Tetrahedron, , vol. 60, # 45 p. 10239 - 10244
反应条件
2: H2, quinoline / Pd-BaSO4 / hexane 3: 98 percent / NaOAc / 0 °C View Scheme
参考文献
Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, , vol. 35, # 2 p. 99 - 101
反应条件
1: 1.) n-BuLi / 1.) hexane, THF, -10 deg C, 30 min, 2.) hexane, THF, HMPA, -10 deg C, 3 h 2: 57 percent / p-toluenesulfonic acid / methanol / 4 h / 60 °C 3: 91 percent / H2, quinoline / Pd/CaCO3 / hexane 4: 82 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature View Scheme
参考文献
Journal of the Indian Chemical Society, , vol. 69, # 2 p. 103 - 105
反应条件
1: H2, 1,2-diaminoethane / P2-Ni / ethanol 2: 89 percent / PPh3, CBr4 / CH2Cl2 / 1.) from 0 deg C to 20 deg C, 1 h, 2) 20 deg C, 14 h 3: 1.) butyllithium, HMPA, 2.) HMPA / 1.) THF, hexane, -20 deg C, 1 h, 2.) RT, 4 h 4: Dowex W-50 (H+ form) / methanol / 16 h 5: H2, 1,2-diaminoethane, P2-Ni / ethanol 6: pyridine View Scheme
参考文献
Collection of Czechoslovak Chemical Communications, , vol. 55, # 9 p. 2270 - 2281
反应条件
1: 85 percent / p-TsOH / diethyl ether / 5 h / 0 - 3 °C 2: 1.) LiNH2 / 1.) THF, 1.5 h, 2.) 4 h 3: Dowex W-50 (H+ form) / methanol / 20 h 4: H2, 1,2-diaminoethane / P2-Ni / ethanol 5: 89 percent / PPh3, CBr4 / CH2Cl2 / 1.) from 0 deg C to 20 deg C, 1 h, 2) 20 deg C, 14 h 6: 1.) butyllithium, HMPA, 2.) HMPA / 1.) THF, hexane, -20 deg C, 1 h, 2.) RT, 4 h 7: Dowex W-50 (H+ form) / methanol / 16 h 8: H2, 1,2-diaminoethane, P2-Ni / ethanol 9: pyridine View Scheme
参考文献
Collection of Czechoslovak Chemical Communications, , vol. 55, # 9 p. 2270 - 2281
反应条件
1: 1.) LiNH2 / 1.) THF, 1.5 h, 2.) 4 h 2: Dowex W-50 (H+ form) / methanol / 20 h 3: H2, 1,2-diaminoethane / P2-Ni / ethanol 4: 89 percent / PPh3, CBr4 / CH2Cl2 / 1.) from 0 deg C to 20 deg C, 1 h, 2) 20 deg C, 14 h 5: 1.) butyllithium, HMPA, 2.) HMPA / 1.) THF, hexane, -20 deg C, 1 h, 2.) RT, 4 h 6: Dowex W-50 (H+ form) / methanol / 16 h 7: H2, 1,2-diaminoethane, P2-Ni / ethanol 8: pyridine View Scheme
参考文献
Collection of Czechoslovak Chemical Communications, , vol. 55, # 9 p. 2270 - 2281
反应条件
1: 92 percent / acetonitrile / 24 h / Heating 2: NaNH2 / tetrahydrofuran / 3 h 3: tetrahydrofuran / 0 - 20 °C 5: H2, quinoline / Pd-BaSO4 / hexane 6: 98 percent / NaOAc / 0 °C View Scheme
参考文献
Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, , vol. 35, # 2 p. 99 - 101
