(2S,3R,4E)-2-叠氮-4-十八碳烯-1,3-二醇合成路线 （共 62 条）
反应条件
sodium methylate in methanol 12 h;
参考文献
Tetrahedron Letters, , vol. 40, # 10 p. 2011 - 2014
反应条件
1.1: tetrahydrofuran / 3 h / 70 °C 1.2: 58 percent / KH / tetrahydrofuran / 3 h / 50 °C 2.1: 74 percent / 4-(dimethylamino)pyridine; 2,4,6-collidine / CH2Cl2 / 3 h / 20 °C 3.1: 41 percent / CuCN / tetrahydrofuran; diethyl ether / 1 h / 0 °C 4.1: 80 percent / hydrochloric acid / tetrahydrofuran; H2O / 30 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 58, # 43 p. 8703 - 8708
反应条件
1: 74 percent / 4-(dimethylamino)pyridine; 2,4,6-collidine / CH2Cl2 / 3 h / 20 °C 2: 41 percent / CuCN / tetrahydrofuran; diethyl ether / 1 h / 0 °C 3: 80 percent / hydrochloric acid / tetrahydrofuran; H2O / 30 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 58, # 43 p. 8703 - 8708
反应条件
1: 41 percent / CuCN / tetrahydrofuran; diethyl ether / 1 h / 0 °C 2: 80 percent / hydrochloric acid / tetrahydrofuran; H2O / 30 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 58, # 43 p. 8703 - 8708
反应条件
1: 76 percent / methanol / 4 h / Ambient temperature 2: 48 percent / diethyl ether / 1.) 0 deg C, 0.5 h, 2.) r.t., overnight 3: 85 percent / Et3N / CH2Cl2 / 1.) 0 deg C, 2 h, 2.) r.t., 4 h 4: 77 percent / 1 N HCl / tetrahydrofuran / 12 h / 60 °C 5: 80 percent / Et3N / tetrahydrofuran / 3 h / -70 °C 6: 75 percent / pyridine / 12 h / 70 - 80 °C 7: 90 percent / NaN3 / dimethylformamide / 36 h / 100 °C 8: 98 percent / NaOMe / methanol / 2 h / Ambient temperature View Scheme
参考文献
Synthesis, , # 1 p. 33 - 35
反应条件
1: 85 percent / Et3N / CH2Cl2 / 1.) 0 deg C, 2 h, 2.) r.t., 4 h 2: 77 percent / 1 N HCl / tetrahydrofuran / 12 h / 60 °C 3: 80 percent / Et3N / tetrahydrofuran / 3 h / -70 °C 4: 75 percent / pyridine / 12 h / 70 - 80 °C 5: 90 percent / NaN3 / dimethylformamide / 36 h / 100 °C 6: 98 percent / NaOMe / methanol / 2 h / Ambient temperature View Scheme
参考文献
Synthesis, , # 1 p. 33 - 35
反应条件
1: 48 percent / diethyl ether / 1.) 0 deg C, 0.5 h, 2.) r.t., overnight 2: 85 percent / Et3N / CH2Cl2 / 1.) 0 deg C, 2 h, 2.) r.t., 4 h 3: 77 percent / 1 N HCl / tetrahydrofuran / 12 h / 60 °C 4: 80 percent / Et3N / tetrahydrofuran / 3 h / -70 °C 5: 75 percent / pyridine / 12 h / 70 - 80 °C 6: 90 percent / NaN3 / dimethylformamide / 36 h / 100 °C 7: 98 percent / NaOMe / methanol / 2 h / Ambient temperature View Scheme
参考文献
Synthesis, , # 1 p. 33 - 35
反应条件
1: 80 percent / Et3N / tetrahydrofuran / 3 h / -70 °C 2: 75 percent / pyridine / 12 h / 70 - 80 °C 3: 90 percent / NaN3 / dimethylformamide / 36 h / 100 °C 4: 98 percent / NaOMe / methanol / 2 h / Ambient temperature View Scheme
参考文献
Synthesis, , # 1 p. 33 - 35
反应条件
1: 77 percent / 1 N HCl / tetrahydrofuran / 12 h / 60 °C 2: 80 percent / Et3N / tetrahydrofuran / 3 h / -70 °C 3: 75 percent / pyridine / 12 h / 70 - 80 °C 4: 90 percent / NaN3 / dimethylformamide / 36 h / 100 °C 5: 98 percent / NaOMe / methanol / 2 h / Ambient temperature View Scheme
参考文献
Synthesis, , # 1 p. 33 - 35
反应条件
1: 75 percent / pyridine / 12 h / 70 - 80 °C 2: 90 percent / NaN3 / dimethylformamide / 36 h / 100 °C 3: 98 percent / NaOMe / methanol / 2 h / Ambient temperature View Scheme
参考文献
Synthesis, , # 1 p. 33 - 35
