1,4-环己二酮单乙二醇缩酮合成路线 （共 270 条）
反应条件
magnesium in tetrahydrofuran Heating;
参考文献
Molecular Crystals and Liquid Crystals Science and Technology Section A: Molecular Crystals and Liquid Crystals, , vol. 364, p. 899 - 910
反应条件
1: p-TsOH*H2O / cyclohexane / 0.83 h / Heating; azeotropic dist. 2: 1.) S8 / 1.) MeOH, 15 min, RT, 2.) MeOH, 17 h 3: 80 percent / t-butylnitrite, CuCl2 / acetonitrile / 1.5 h, RT; 65 deg C, 2.5 h 4: 66 percent / 5percent aq. HCl / dioxane / 18 h / 90 °C View Scheme
参考文献
Kozikowski; Tuckmantel; Saxena; Doctor
Helvetica Chimica Acta, 1994 , vol. 77, # 5 p. 1256 - 1266
反应条件
1: n-BuLi / tetrahydrofuran / 2 h / -78 °C 2: TsOH / benzene / Heating 3: H2 / Pd/C / ethyl acetate / 3 h 4: TsOH / acetone / 60 °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: sodium tetrahydroborate; methanol / 2 h / 20 °C 2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 20 °C 3: toluene-4-sulfonic acid / water; tetrahydrofuran / 2 h / 115 °C View Scheme
参考文献
AC Immune, S.A.
Patent: US2011/280808 A1, 2011 ;
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 1.2: tetrahydrofuran / 0 - 20 °C 2.1: 8.86 g / p-toluenesulfonic acid / ethane-1,2-diol; benzene / Heating 3.1: Shi's chiral ketone; oxone; tetrabutylammonium hydrogen sulfate / ethylenediaminetetraacetic acid disodium salt; potassium hydroxide / CH2Cl2; acetonitrile; H2O / 4 h / 0 °C 3.2: 73 percent / tetrahydrofuran / 0 - 20 °C 4.1: 92 percent / hydrochloric acid / tetrahydrofuran; H2O 5.1: ozone; Sudan III / methanol / -78 °C 5.2: 73 percent / sodium borohydride; cerium(III) chloride heptahydrate / methanol / 0 °C 6.1: 90 percent / triethylamine / CH2Cl2 / 16 h / 20 °C 7.1: tetrahydrofuran; H2O / 1 h / 65 °C 8.1: 58.8 mg / manganese(IV) oxide / CH2Cl2 / 3 h / 20 °C View Scheme
参考文献
Taber, Douglass F.; He, Yigang
Journal of Organic Chemistry, 2005 , vol. 70, # 19 p. 7711 - 7714
反应条件
1.1: magnesium sulfate / dichloromethane / 2 h / 20 °C 1.2: 4 h / 110 °C 2.1: trifluoroacetic acid / acetone / 24 h / 65 °C 3.1: sodium tetrahydroborate / methanol / 1.5 h / 0 - 20 °C / Inert atmosphere 4.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere 5.1: sodium azide / 24 h 6.1: 10 palladium on activated charcoal; hydrogen / methanol / 2 h / 20 °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: 98 percent / sodium borohydride / methanol / 1 h 2: sodium hydride 3: 0.92 g / HCl / acetone View Scheme
参考文献
Journal of Organic Chemistry, , vol. 71, # 22 p. 8424 - 8430
反应条件
1.1: NaBH4 / methanol / 3 h / 0 °C 2.1: KH / tetrahydrofuran / 0 - 20 °C 2.2: 83 percent / tetrahydrofuran / 20 °C 3.1: 94 percent / aq. HCl / tetrahydrofuran / 3 h / Heating View Scheme
参考文献
SYNGENTA LIMITED; FOLEY, Daniel Jason; JEANMART, Stephane Andre Marie; LONGSTAFF, Adrian; PARSONS, Robert William; RUSSELL, Claire Janet; TAYLOR, John Benjamin; WAILES, Jeffrey, Steven
Patent: WO2011/7146 A1, 2011 ;
反应条件
1.1: magnesium sulfate / dichloromethane / 2 h / 20 °C 1.2: 4 h / 110 °C 2.1: trifluoroacetic acid / acetone / 24 h / 65 °C 3.1: sodium tetrahydroborate / methanol / 1.5 h / 0 - 20 °C / Inert atmosphere 4.1: Candida antarctica Lipase A / tetrahydrofuran / 5 h / 30 °C / Enzymatic reaction 5.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere 6.1: sodium azide / N,N-dimethyl-formamide / 24 h / 70 °C 7.1: water; triphenylphosphine / 15 h / 65 °C 8.1: triethylamine / dichloromethane / 1 h / 20 °C 9.1: sodium hydride / N,N-dimethyl-formamide / 0.08 h / 20 °C 9.2: 1 h / 20 °C 10.1: water; sodium hydroxide / isopropyl alcohol / 24 h / 100 °C View Scheme
参考文献
Busto, Eduardo; Gotor-Fernandez, Vicente; Gotor, Vicente
Journal of Organic Chemistry, 2012 , vol. 77, # 10 p. 4842 - 4848
