1,4-二噁螺[4.5]癸烷-8-羧酸甲酯合成路线 （共 13 条）
反应条件
toluene-4-sulfonic acid in benzene 20 h; Ambient temperature;
参考文献
Pearson, Anthony J.; Fang, Xinqin
Journal of Organic Chemistry, 1997 , vol. 62, # 16 p. 5284 - 5292
反应条件
toluene-4-sulfonic acid in ethylene glycol; benzene
参考文献
Rhone-Poulenc Rorer Pharmaceuticals Inc.
Patent: US5385912 A1, 1995 ;
US 5385912 A
反应条件
1: 98 percent / H2 / Rh/C / tetrahydrofuran / 18 h / 76000 Torr 2: 90 percent / pyridinium chlorochromate; Celite; sodium carbonate / CH2Cl2 / 4 h / 20 °C 3: 90 percent / p-toluenesulfonic acid monohydrate / toluene / 18 h / Heating View Scheme
参考文献
Kitbunnadaj, Ruengwit; Hoffmann, Marcel; Fratantoni, Silvina A.; Bongers, Gerold; Bakker, Remko A.; Wieland, Kerstin; El Jilali, Ahmed; De Esch, Iwan J. P.; Menge, Wiro M. P. B.; Timmerman, Henk; Leurs, Rob
Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 23 p. 6309 - 6323
反应条件
1: 90 percent / pyridinium chlorochromate; Celite; sodium carbonate / CH2Cl2 / 4 h / 20 °C 2: 90 percent / p-toluenesulfonic acid monohydrate / toluene / 18 h / Heating View Scheme
参考文献
HANMI PHARM. CO., LTD.; JUNG, Seung Hyun; KIM, Ji Sook; HONG, Dong Jin; JUNG, Young Hee; JANG, Wook
Patent: WO2013/157792 A1, 2013 ;
反应条件
1: thionyl chloride / 70 °C 2: sodium acetate; pyridinium chlorochromate / dichloromethane / 7 h / 20 °C 3: toluene-4-sulfonic acid / toluene / |Reflux View Scheme
参考文献
HANMI PHARM. CO., LTD.; JUNG, Seung Hyun; KIM, Ji Sook; HONG, Dong Jin; JUNG, Young Hee; JANG, Wook
Patent: WO2013/157792 A1, 2013 ;
反应条件
1,1,1,2,2,2-hexabutyl-distannane; triethylamine 1.) benzene, irradiation, 20 h; 2.) benzene, methylene chloride, 0 deg C then r.t., 30 min; Yield givenMultistep reaction;
参考文献
Kim, Sunggak; Jon, Sang Yong
Tetrahedron Letters, 1998 , vol. 39, # 40 p. 7317 - 7320
反应条件
1.1: 95 percent / LiAlH4 / diethyl ether / 3 h / 20 °C 2.1: 97 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 2 h / -60 - 20 °C 3.1: sodium cyanide / ethanol / 2 h 3.2: 75 percent / NH3 / ethanol / 16 h / 90 - 110 °C 4.1: 94 percent / HCl / 1 h / 20 °C View Scheme
参考文献
Kitbunnadaj, Ruengwit; Hoffmann, Marcel; Fratantoni, Silvina A.; Bongers, Gerold; Bakker, Remko A.; Wieland, Kerstin; El Jilali, Ahmed; De Esch, Iwan J. P.; Menge, Wiro M. P. B.; Timmerman, Henk; Leurs, Rob
Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 23 p. 6309 - 6323
反应条件
1: 80 percent / NH4OH / 24 h / Ambient temperature 2: 74 percent / LiAlH4 / tetrahydrofuran / 2 h / Heating View Scheme
参考文献
Black
Synthesis, 1981 , vol. No.10, p. 829 - 831
反应条件
1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / -78 - 20 °C 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 72 h / 0 - 20 °C 2.2: 1 h / 0 - 20 °C 3.1: pyridine / dichloromethane / 0 - 20 °C 3.2: 1 h 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 66 °C 4.2: 1 h / 0 - 20 °C 5.1: water; acetic acid / 3 h / 66 °C View Scheme
参考文献
F.HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BROOKFIELD, Frederick; BURCH, Jason; GOLDSMITH, Richard A.; HU, Baihua; LAU, Kevin Hon Luen; MACKINNON, Colin H.; ORTWINE, Daniel Fred; PEI, Zhonghua; WU, Guosheng; YUEN, Po-wai; ZHANG, Yamin
Patent: WO2014/23258 A1, 2014 ;
反应条件
1: 90 percent / LAH / diethyl ether / 5 h / Ambient temperature 2: Et3N / CH2Cl2 / 2 h / 0 °C 3: dimethylsulfoxide / 3 h / Heating 4: LAH / diethyl ether / 2 h / Ambient temperature View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 36, # 6 p. 683 - 689
