1,4-环己二酮单乙二醇缩酮合成路线 (共 270 条)
反应条件
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -45 - 0 °C 1.2: tetrahydrofuran; hexane / 0 - 20 °C 2.1: aq. HCl / dioxane / 9 h / 20 °C View Scheme
参考文献
Tsuchida, Keiichi; Chaki, Hisaaki; Takakura, Tadakazu; Kotsubo, Hironori; Tanaka, Tadashi; Aikawa, Yukihiko; Shiozawa, Shunichi; Hirono, Shuichi
Journal of Medicinal Chemistry, 2006 , vol. 49, # 1 p. 80 - 91
反应条件
1.1: BuLi / tetrahydrofuran; pentane / 1 h / 20 °C 1.2: 69 percent / tetrahydrofuran; pentane / 15 h / 20 °C 2.1: 90 percent / H2SO4; silica gel / CH2Cl2 / 6 h View Scheme
参考文献
NOVARTIS AG; IRM LLC; CHEN, Bei; FAIRHURST, Robin, Alec; FLOERSHEIMER, Andreas; FURET, Pascal; GUAGNANO, Vito; JIANG, Songchun; LU, Wenshuo; MARSILJE, Thomas, H.; MCCARTHY, Clive; MICHELLYS, Pierre-Yves; STAUFFER, Frederic; STUTZ, Stefan; VAUPEL, Andrea
Patent: WO2011/29915 A1, 2011 ;
WO 2011/029915 A1
反应条件
N,N-dimethyl-formamide dimethyl acetal
参考文献
Wyeth
Patent: US2004/132708 A1, 2004 ;
反应条件
1: 72 percent / potassium tert-butoxide / 1,2-dimethoxy-ethane; ethanol / 3 h / 0 - 20 °C 2: 77 percent / lithium aluminum hydride / tetrahydrofuran / Heating View Scheme
参考文献
Becker; Flynn
Synthesis, 1992 , # 11 p. 1080 - 1082
反应条件
1: 98 percent / sodium borohydride / methanol / 1 h 2: 0.81 g / sodium hydride 3: 0.43 g / HCl / acetone View Scheme
参考文献
Shvily, Ronit; Mueller, Thomas; Apeloig, Yitzhak; Mandelbaum, Asher
Journal of the Chemical Society. Perkin Transactions 2, 1997 , # 6 p. 1221 - 1234
反应条件
sodium ethanolate in ethanol T=20°C; 120 h;
参考文献
3M INNOVATIVE PROPERTIES COMPANY
Patent: WO2006/28545 A2, 2006 ;
Location in patent: Page/Page column 99 ;
反应条件
1: sodium tetrahydroborate; methanol / 2 h / 20 °C 2: triethylamine / dichloromethane / 20 °C 3: toluene-4-sulfonic acid; water / tetrahydrofuran / 4 h / 115 °C View Scheme
参考文献
AC Immune, S.A.
Patent: US2011/280808 A1, 2011 ;
反应条件
1: 96 percent / tetrahydrofuran; various solvent(s) / 2 h / Ambient temperature 2: 85 percent / acetic acid; H2O / 1 h / Heating View Scheme
参考文献
Petrzilka, Martin; Germann, Alfred
Molecular Crystals and Liquid Crystals (1969-1991), 1985 , vol. 131, p. 327 - 342
反应条件
methanesulfonic acid in tetrahydrofuran T=60°C;
参考文献
Contiero, Fanny; Jones, Kevin M.; Matts, Edward A.; Porzelle, Achim; Tomkinson, Nicholas C.O.
Synlett, 2009 , # 18 p. 3003 - 3006
反应条件
1: 83 percent / tBuLi / tetrahydrofuran / -60 °C 2: 75 percent / P2I4 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