2,5-二氧代二环[2.2.2]辛烷-1,4-二甲酸二乙酯合成路线 (共 12 条)
反应条件
1: DESS With sodium hydride in ethylene glycol dimethyl ether; mineral oil T=0 - 20°C; 0.5 h; Inert atmosphere; 2: ethylene dibromide in ethylene glycol dimethyl ether; mineral oil Inert atmosphereHeating;
参考文献
Al Hussainy, Rana; Verbeek, Joost; Van Der Born, Dion; Braker, Anton H.; Leysen, Josee E.; Knol, Remco J.; Booij, Jan; Herscheid
Journal of Medicinal Chemistry, 2011 , vol. 54, # 10 p. 3480 - 3491
反应条件
sodium hydride T=110°C; 96 h;
参考文献
Lemouchi, Cyprien; Vogelsberg, Cortnie S.; Zorina, Leokadiya; Simonov, Sergey; Batail, Patrick; Brown, Stuart; Garcia-Garibay, Miguel A.
Journal of the American Chemical Society, 2011 , vol. 133, # 16 p. 6371 - 6379
反应条件
1: sodium / ethanol View Scheme
参考文献
Journal of the American Chemical Society, , vol. 133, # 10 p. 3570 - 3581
反应条件
(i) NaH, tBuOH, 1,2-dimethoxyethane, (ii)/BRN= 605266/; Multistep reaction;
参考文献
Journal of the American Chemical Society, , vol. 86, p. 5183 - 5188
反应条件
T=100 - 110°C; 40 h; Yield given;
参考文献
Magnetic Resonance in Chemistry, , vol. 26, p. 416 - 424
反应条件
2: Raney Ni 3: sodium hydroxide View Scheme
参考文献
Moghaddam, Sarvin; Yang, Cheng; Rekharsky, Mikhail; Ko, Young Ho; Kim, Kimoon; Inoue, Yoshihisa; Gilson, Michael K.
Journal of the American Chemical Society, 2011 , vol. 133, # 10 p. 3570 - 3581
反应条件
hydrogenchloride; water T=100°C; 4 h;
参考文献
Weiss, Matthias E.; Carreira, Erick M.
Angewandte Chemie - International Edition, 2011 , vol. 50, # 48 p. 11501 - 11505
反应条件
hydrogenchloride in chloroform T=0°C; 7 h; Inert atmosphere;
参考文献
Al Hussainy, Rana; Verbeek, Joost; Van Der Born, Dion; Braker, Anton H.; Leysen, Josee E.; Knol, Remco J.; Booij, Jan; Herscheid
Journal of Medicinal Chemistry, 2011 , vol. 54, # 10 p. 3480 - 3491
反应条件
hydrogenchloride; mercury; zinc in ethanol
参考文献
Kumar, Kanta; Wang, Shin Shin; Sukenik, Chaim N.
Journal of Organic Chemistry, 1984 , vol. 49, # 4 p. 665 - 670
反应条件
1: 85 percent / HCl / CHCl3 / 7 h / 0 °C
2: 71 percent / Raney Nickel
3: 98 percent / LiAlH4 / diethyl ether / 5 h / Heating
4: 74.2 percent / Pyridine / 48 h
5: 40 percent Spectr. / LiAlH4 / tetrahydrofuran / 21 h / Heating
View Scheme
参考文献
Kumar, Kanta; Wang, Shin Shin; Sukenik, Chaim N.
Journal of Organic Chemistry, 1984 , vol. 49, # 4 p. 665 - 670