(4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-二十二碳六烯酸乙酯合成路线 （共 21 条）
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81926-94-5(4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-二十二碳六烯酸乙酯
反应条件
1: 82 percent / pyridine / CH2Cl2 / 8 h / 0 °C 2: CaCO3 / acetonitrile / 48 h / 90 °C 3: 73 percent / NaHMDS / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) -78 deg C to r.t., 3 h 4: 90 percent / 4 N aq. HCl, methylene blue / tetrahydrofuran / 0.5 h 5: 0.8 M aq. NaIO4, 60-200 mesh SiO2 / CH2Cl2 / 0.08 h / Ambient temperature 6: NaHMDS / 1.) THF, -75 deg C, 2.) CH2Cl2, -75 deg C to r.t., 4 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 60, # 1 p. 139 - 142
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81926-94-5(4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-二十二碳六烯酸乙酯
反应条件
1: 0.8 M aq. NaIO4, 60-200 mesh SiO2 / CH2Cl2 / 0.08 h / Ambient temperature 2: NaHMDS / 1.) THF, -75 deg C, 2.) CH2Cl2, -75 deg C to r.t., 4 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 60, # 1 p. 139 - 142
→
81926-94-5(4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-二十二碳六烯酸乙酯
反应条件
1: 90 percent / 4 N aq. HCl, methylene blue / tetrahydrofuran / 0.5 h 2: 0.8 M aq. NaIO4, 60-200 mesh SiO2 / CH2Cl2 / 0.08 h / Ambient temperature 3: NaHMDS / 1.) THF, -75 deg C, 2.) CH2Cl2, -75 deg C to r.t., 4 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 60, # 1 p. 139 - 142
→
81926-94-5(4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-二十二碳六烯酸乙酯
反应条件
1: CaCO3 / acetonitrile / 48 h / 90 °C 2: 73 percent / NaHMDS / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) -78 deg C to r.t., 3 h 3: 90 percent / 4 N aq. HCl, methylene blue / tetrahydrofuran / 0.5 h 4: 0.8 M aq. NaIO4, 60-200 mesh SiO2 / CH2Cl2 / 0.08 h / Ambient temperature 5: NaHMDS / 1.) THF, -75 deg C, 2.) CH2Cl2, -75 deg C to r.t., 4 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 60, # 1 p. 139 - 142
→
81926-94-5(4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-二十二碳六烯酸乙酯
反应条件
1: acetonitrile / 13 h / Heating 2: NaHMDS / 1.) THF, -75 deg C, 2.) CH2Cl2, -75 deg C to r.t., 4 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 60, # 1 p. 139 - 142
→
81926-94-5(4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-二十二碳六烯酸乙酯
反应条件
sodium hexamethyldisilazane 1.) THF, -75 deg C, 2.) CH2Cl2, -75 deg C to r.t., 4 h; Yield given;
参考文献
Journal of Organic Chemistry, , vol. 60, # 1 p. 139 - 142
81926-94-5(4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-二十二碳六烯酸乙酯
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反应条件
T=65°C; P=0.01 - 0.1 Torr; 72 h; 10percent dosage immobilized nonregiospecific yeast lipase from Candida antarctica;
参考文献
Tetrahedron Letters, , vol. 34, # 36 p. 5791 - 5794
81926-94-5(4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-二十二碳六烯酸乙酯
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反应条件
ethylenediaminetetraacetic acid; (ethylenedinitrilo)tetraacetic acid disodium salt in ethanol; water T=60 - 65°C; 2 h;
参考文献
Haraldsson, Gudmundur G.; Halldorsson, Arnar; Kulas, Elin
JAOCS, Journal of the American Oil Chemists' Society, 2000 , vol. 77, # 11 p. 1139 - 1145
81926-94-5(4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-二十二碳六烯酸乙酯+
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反应条件
1: With water; sodium hydroxide in methanol T=20°C; 1.5 h; 2: With hydrogenchloride in water Cooling with ice;
参考文献
LAILA PHARMACEUTICALS PVT. LTD.; CHANIYILPARAMPU, Ramchand, Nanappan; NAIR, Anitha, Krishnan; KAPOOR, Anuj; KIRAN, Bhupathiraju; GOKARAJU, Rama, Raju; GOKARAJU, Ganga, Raju; GOLAKOTI, Trimurtulu; SOMEPALLI, Venateswarlu
Patent: WO2010/4579 A2, 2010 ;
Location in patent: Page/Page column 20 ;
81926-94-5(4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-二十二碳六烯酸乙酯+
→
反应条件
1: With water; sodium hydroxide in methanol T=20°C; 1.5 h; 2: With hydrogenchloride in water Cooling with ice;
参考文献
WO2010/4579 A2, ;
Page/Page column 20 ;
