1,4-环己二酮单乙二醇缩酮合成路线 （共 270 条）
参考文献
SMITHKLINE BEECHAM CORPORATION
Patent: EP727211 A1, 1996 ;
反应条件
1: 2) H2 / 2) Pd/C / 1) benzene, reflux, 2) ethanol, 40 psi
2: 4 N HCl / Heating
View Scheme
参考文献
Vinick, F.J.; Nowakowska, J.; Jung, S.
Tetrahedron Letters, 1987 , vol. 28, # 7 p. 741 - 744
反应条件
1.1: magnesium / tetrahydrofuran
1.2: 0 - 20 °C
2.1: toluene-4-sulfonic acid / benzene / 4 h / |Reflux
3.1: iodine / methanol / 2 h / 20 °C / |Inert atmosphere
3.2: 1 h / 0 °C
View Scheme
参考文献
Subba Reddy; Nageshwar Rao; Siva Senkar Reddy; Somaiah; Yadav; Subramanyam, Ravi
Tetrahedron Letters, 2014 , vol. 55, # 5 p. 1049 - 1051
反应条件
1: 1.) t-BuLi / 1.) THF, -60 deg C, 3 h, 2.) THF, RT, overnight
2: 66 percent / CF3COOH / CH2Cl2 / 2 h / Ambient temperature
View Scheme
参考文献
Ekkati, Anil R.; Mandiyan, Valsan; Ravindranathan, Krishna P.; Bae, Jae H.; Schlessinger, Joseph; Jorgensen, William L.
Tetrahedron Letters, 2011 , vol. 52, # 17 p. 2228 - 2231
反应条件
1: tetrahydrofuran
2: aq. HCl
View Scheme
参考文献
PFIZER LIMITED; BURGESS, Gary
Patent: WO2012/114223 A1, 2012 ;
WO 2012/114223 A1
反应条件
1: hydroxylamine hydrochloride; pyridine / ethanol / 5 h / 25 °C / |Reflux
2: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / |Reflux
3: sulfuric acid / water / 95 - 100 °C
View Scheme
参考文献
Nirogi, Ramakrishna V. S.; Konda, Jagadishu Babu; Kambhampati, Ramasastry; Shinde, Anil; Bandyala, Thrinath Reddy; Gudla, Parandhama; Kandukuri, Kiran Kumar; Jayarajan, Pradeep; Kandikere, Vishwottam; Dubey, P. K.
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 22 p. 6980 - 6985,6
反应条件
1.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -95 °C
1.2: 82 percent / tetrahydrofuran; hexane / 0.5 h / -75 - -25 °C
2.1: TFA / 4 h / 50 °C
2.2: H2 / Pd/C / ethyl acetate / 2327.17 Torr
3.1: 1.1 g / Dess-Martin periodinane / CH2Cl2 / 5 h
View Scheme
参考文献
Xu, Ruo; Li, Shengjian; Paruchova, Jaroslava; McBriar, Mark D.; Guzik, Henry; Palani, Anandan; Clader, John W.; Cox, Kathleen; Greenlee, William J.; Hawes, Brian E.; Kowalski, Timothy J.; O'Neill, Kim; Spar, Brian D.; Weig, Blair; Weston, Daniel J.
Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 10 p. 3285 - 3299
反应条件
1.1: methanol-d1 / 2 h / 20 °C
1.2: 18 h / 25 - 30 °C / pH Ca. 6
2.1: sulfuric acid / water / 95 - 100 °C
View Scheme
参考文献
Nirogi, Ramakrishna V. S.; Konda, Jagadishu Babu; Kambhampati, Ramasastry; Shinde, Anil; Bandyala, Thrinath Reddy; Gudla, Parandhama; Kandukuri, Kiran Kumar; Jayarajan, Pradeep; Kandikere, Vishwottam; Dubey, P. K.
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 22 p. 6980 - 6985,6
反应条件
1: tetrahydrofuran / 3 h / 10 - 20 °C
2: trifluoroacetic acid / dichloromethane / 5 h / 20 °C
3: palladium 10 on activated carbon; hydrogen / ethyl acetate / 16 h / 20 °C
View Scheme
参考文献
Chu, Xin-Jie; Bartkovitz, David; Danho, Waleed; Swistok, Joseph; Cheung, Adrian Wai-Hing; Kurylko, Grazyna; Rowan, Karen; Yeon, Mitch; Franco, Lucia; Qi, Lida; Chen, Li; Yagaloff, Keith
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 22 p. 4910 - 4914
反应条件
1.1: magnesium / tetrahydrofuran / |Reflux
1.2: 20 °C / |Reflux
2.1: pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate / 0 - 80 °C
3.1: palladium 10 on activated carbon; hydrogen / methanol; ethyl acetate / 5 h / 30003 Torr
4.1: sulfuric acid / tetrahydrofuran; water / 1.5 h
View Scheme
参考文献
Zhou, Lin; Liu, Xiaohua; Ji, Jie; Zhang, Yuheng; Hu, Xiaolei; Lin, Lili; Feng, Xiaoming
Journal of the American Chemical Society, 2012 , vol. 134, # 49 p. 20208 - 20208
