(1R,2s,3s,5s)-甲基3-(4-氯苯基)-8-氮杂双环[3.2.1]辛烷-2-羧酸合成路线 (共 12 条)
反应条件
1: With 1-chloroethyl chlorocarbonate; sodium carbonate in 1,2-dichloro-ethane 3 h; Heating; 2: With methanol T=20°C; Further stages.;
参考文献
Zou; Kopajtic; Katz; Wirtz; Justice Jr.; Newman
Journal of Medicinal Chemistry, 2001 , vol. 44, # 25 p. 4453 - 4461
反应条件
1.1: 49 percent / diethyl ether / 2 h / -40 °C 2.1: Na2CO3; 1-chloroethyl chloroformate / 1,2-dichloro-ethane / 3 h / Heating 2.2: 86 percent / MeOH / 20 °C View Scheme
参考文献
Goodman; Kung; Kabalka; Switzer
Journal of Medicinal Chemistry, 1994 , vol. 37, # 10 p. 1535 - 1542
反应条件
1.1: POCl3 / 4 h / Heating 2.1: 7.80 g / -40 - 20 °C 3.1: 49 percent / diethyl ether / 2 h / -40 °C 4.1: Na2CO3; 1-chloroethyl chloroformate / 1,2-dichloro-ethane / 3 h / Heating 4.2: 86 percent / MeOH / 20 °C View Scheme
参考文献
Pijarowska-Kruszyna; Jaron; Kachniarz; Kasprzak; Kowalska; Malkowski; Demphel; Dolle; Mikolajczak
Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 3 p. 148 - 157
反应条件
acetic acid; zinc 16 h; Ambient temperature; Yield given;
参考文献
Zeng, Fanxing; Jarkas, Nachwa; Owens, Michael J.; Kilts, Clinton D.; Nemeroff, Charles B.; Goodman, Mark M.
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 17 p. 4661 - 4663
反应条件
1: Ambient temperature 2: 15 percent / diethyl ether / 1 h / -20 °C 3: 46 percent / α-chloroethyl chloroformate (ACE-Cl) / 1 h / 100 °C View Scheme
参考文献
Pijarowska-Kruszyna; Jaron; Kachniarz; Kasprzak; Kowalska; Malkowski; Demphel; Dolle; Mikolajczak
Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 3 p. 148 - 157
反应条件
1.1: 6 N aq. HCl / 6 h / Heating 2.1: POCl3 / 4 h / Heating 3.1: 7.80 g / -40 - 20 °C 4.1: 49 percent / diethyl ether / 2 h / -40 °C 5.1: Na2CO3; 1-chloroethyl chloroformate / 1,2-dichloro-ethane / 3 h / Heating 5.2: 86 percent / MeOH / 20 °C View Scheme
参考文献
Pijarowska-Kruszyna; Jaron; Kachniarz; Kasprzak; Kowalska; Malkowski; Demphel; Dolle; Mikolajczak
Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 3 p. 148 - 157
反应条件
1.1: 7.80 g / -40 - 20 °C 2.1: 49 percent / diethyl ether / 2 h / -40 °C 3.1: Na2CO3; 1-chloroethyl chloroformate / 1,2-dichloro-ethane / 3 h / Heating 3.2: 86 percent / MeOH / 20 °C View Scheme
参考文献
Zou; Kopajtic; Katz; Wirtz; Justice Jr.; Newman
Journal of Medicinal Chemistry, 2001 , vol. 44, # 25 p. 4453 - 4461
反应条件
1: 0.8 N aq. HCl / Heating 2: POCl3 / 1 h / Heating 3: Ambient temperature 4: 15 percent / diethyl ether / 1 h / -20 °C 5: 46 percent / α-chloroethyl chloroformate (ACE-Cl) / 1 h / 100 °C View Scheme
参考文献
Meltzer, P. C.; Liang, A. Y.; Brownell, A.-L.; Elmaleh, D. R.; Madras, B. K.
Journal of Medicinal Chemistry, 1993 , vol. 36, # 7 p. 855 - 862
反应条件
triethylamine in acetonitrile
T=20°C; 12 h;
参考文献
Qiao, Hongwen; Zhu, Lin; Lieberman, Brian P.; Zha, Zhihao; Ploessl, Karl; Kung, Hank F.
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 13 p. 4303 - 4306
反应条件
sodium carbonate in acetonitrile
T=130°C; 2 h;
参考文献
Pijarowska-Kruszyna; Jaron; Kachniarz; Kasprzak; Kowalska; Malkowski; Demphel; Dolle; Mikolajczak
Journal of Labelled Compounds and Radiopharmaceuticals, 2014 , vol. 57, # 3 p. 148 - 157