2-[(E)-7-十二碳烯基氧基]四氢-2H-吡喃合成路线 (共 25 条)
反应条件
1: (E)-8-iodo-1-(2-tetrahydropyranyloxy)-7-octene With tetrakis(triphenylphosphine) palladium(0) in benzene
T=20°C; Metallation; 0.25 h;
2: n-butyl-magnesium bromide in benzene
T=20°C; Condensation;
参考文献
Yen, Yao-Pin; Chen, Pao-Hsing
Journal of the Chinese Chemical Society, 1999 , vol. 46, # 1 p. 87 - 90
反应条件
ammonia; sodium in diethyl ether
Birch reduction;
参考文献
Binisti, Carine; Assogba, Leon; Touboul, Estera; Mounier, Carine; Huet, Jack; Ombetta, Jean-Edouard; Dong, Chang Zhi; Redeuilh, Catherine; Heymans, Francoise; Godfroid, Jean-Jacques
European Journal of Medicinal Chemistry, 2001 , vol. 36, # 10 p. 809 - 828
反应条件
lithium aluminium tetrahydride in diethyl ether
T=0°C; 1 h;
参考文献
Canevet; Roeder; Vostrowsky; Bestmann
Chemische Berichte, 1980 , vol. 113, # 3 p. 1115 - 1120
反应条件
1: 85 percent / lithium amide / liquid ammonia; tetrahydrofuran
2: 72 percent / Na; ammonia / diethyl ether
View Scheme
参考文献
Binisti, Carine; Assogba, Leon; Touboul, Estera; Mounier, Carine; Huet, Jack; Ombetta, Jean-Edouard; Dong, Chang Zhi; Redeuilh, Catherine; Heymans, Francoise; Godfroid, Jean-Jacques
European Journal of Medicinal Chemistry, 2001 , vol. 36, # 10 p. 809 - 828
反应条件
1: 70 percent / hydrobromic acid / benzene; H2O / 72 h / Heating
2: 89 percent / conc. hydrochloric acid / diethyl ether / 14 h / 0 - 20 °C
3: 85 percent / lithium amide / liquid ammonia; tetrahydrofuran
4: 72 percent / Na; ammonia / diethyl ether
View Scheme
参考文献
Binisti, Carine; Assogba, Leon; Touboul, Estera; Mounier, Carine; Huet, Jack; Ombetta, Jean-Edouard; Dong, Chang Zhi; Redeuilh, Catherine; Heymans, Francoise; Godfroid, Jean-Jacques
European Journal of Medicinal Chemistry, 2001 , vol. 36, # 10 p. 809 - 828
反应条件
1: 89 percent / conc. hydrochloric acid / diethyl ether / 14 h / 0 - 20 °C
2: 85 percent / lithium amide / liquid ammonia; tetrahydrofuran
3: 72 percent / Na; ammonia / diethyl ether
View Scheme
参考文献
Binisti, Carine; Assogba, Leon; Touboul, Estera; Mounier, Carine; Huet, Jack; Ombetta, Jean-Edouard; Dong, Chang Zhi; Redeuilh, Catherine; Heymans, Francoise; Godfroid, Jean-Jacques
European Journal of Medicinal Chemistry, 2001 , vol. 36, # 10 p. 809 - 828
反应条件
1.1: 5 h / 20 °C
2.1: 98 percent / dimethylsulfoxide / 3 h / 20 °C
3.1: zirconocene chloride hydride / benzene / 6 h / 20 °C
3.2: 71 percent / I2 / benzene
4.1: Pd(PPh3)4 / benzene / 0.25 h / 20 °C
4.2: 70 percent / benzene / 20 °C
View Scheme
参考文献
Yen, Yao-Pin; Chen, Pao-Hsing
Journal of the Chinese Chemical Society, 1999 , vol. 46, # 1 p. 87 - 90
反应条件
1.1: zirconocene chloride hydride / benzene / 6 h / 20 °C
1.2: 71 percent / I2 / benzene
2.1: Pd(PPh3)4 / benzene / 0.25 h / 20 °C
2.2: 70 percent / benzene / 20 °C
View Scheme
参考文献
Yen, Yao-Pin; Chen, Pao-Hsing
Journal of the Chinese Chemical Society, 1999 , vol. 46, # 1 p. 87 - 90
反应条件
1.1: 98 percent / dimethylsulfoxide / 3 h / 20 °C
2.1: zirconocene chloride hydride / benzene / 6 h / 20 °C
2.2: 71 percent / I2 / benzene
3.1: Pd(PPh3)4 / benzene / 0.25 h / 20 °C
3.2: 70 percent / benzene / 20 °C
View Scheme
参考文献
Yen, Yao-Pin; Chen, Pao-Hsing
Journal of the Chinese Chemical Society, 1999 , vol. 46, # 1 p. 87 - 90
反应条件
1.1: 5 h / 20 °C
2.1: 98 percent / dimethylsulfoxide / 3 h / 20 °C
3.1: zirconocene chloride hydride / benzene / 6 h / 20 °C
3.2: 71 percent / I2 / benzene
4.1: Pd(PPh3)4 / benzene / 0.25 h / 20 °C
4.2: 70 percent / benzene / 20 °C
View Scheme
参考文献
Yen, Yao-Pin; Chen, Pao-Hsing
Journal of the Chinese Chemical Society, 1999 , vol. 46, # 1 p. 87 - 90