2,5-二甲氧基-3-十三烷基环己-2,5-二烯-1,4-二酮合成路线 （共 9 条）
反应条件
ammonium cerium(IV) nitrate in water; acetonitrile 1.) -7 deg C, 1 h, 2.) room temp., 2 h;
参考文献
ARIZONA BOARD OF REGENTS, A BODY CORPORATE OF THE STATE OF ARIZONA, ACTING FOR AN ON BEHALF OF ARIZONA STATE UNIVERSITY; MADATHIL, Manikandadas, Mathilakathu; KHDOUR, Omar; HECHT, Sidney
Patent: WO2014/59158 A1, 2014 ;
Location in patent: Page/Page column 35 ;
反应条件
1: 1.) HMPA, n-BuLi / 1.) THF, hexane, -40 deg C, 30 min, then -40 to -10 deg C, 1 h, -10 deg C, 1h, 2.) THF, hexane, overnight 2: 35 percent / ammonium cerium(IV) nitrate / acetonitrile; H2O / 1.) -7 deg C, 1 h, 2.) room temp., 2 h View Scheme
参考文献
ARIZONA BOARD OF REGENTS, A BODY CORPORATE OF THE STATE OF ARIZONA, ACTING FOR AN ON BEHALF OF ARIZONA STATE UNIVERSITY; MADATHIL, Manikandadas, Mathilakathu; KHDOUR, Omar; HECHT, Sidney
Patent: WO2014/59158 A1, 2014 ;
反应条件
1: With ammonium cerium (IV) nitrate in water; acetonitrile T=-7 - 20°C; 3.5 h; Cooling with ice; 2: With perchloric acid in dichloromethane T=0°C;
参考文献
Madathil, Manikandadas M.; Khdour, Omar M.; Jaruvangsanti, Jennifer; Hecht, Sidney M.
Journal of Natural Products, 2012 , vol. 75, # 12 p. 2209 - 2215
反应条件
1: mCPBA / 2 h / Ambient temperature 2: aq. KOH / ethanol / 2 h / 50 °C 3: 94 percent / NaH / dimethylformamide / 1 h / Ambient temperature 4: 1.) HMPA, n-BuLi / 1.) THF, hexane, -40 deg C, 30 min, then -40 to -10 deg C, 1 h, -10 deg C, 1h, 2.) THF, hexane, overnight 5: 35 percent / ammonium cerium(IV) nitrate / acetonitrile; H2O / 1.) -7 deg C, 1 h, 2.) room temp., 2 h View Scheme
参考文献
ARIZONA BOARD OF REGENTS, A BODY CORPORATE OF THE STATE OF ARIZONA, ACTING FOR AN ON BEHALF OF ARIZONA STATE UNIVERSITY; MADATHIL, Manikandadas, Mathilakathu; KHDOUR, Omar; HECHT, Sidney
Patent: WO2014/59158 A1, 2014 ;
反应条件
1: 94 percent / NaH / dimethylformamide / 1 h / Ambient temperature 2: 1.) HMPA, n-BuLi / 1.) THF, hexane, -40 deg C, 30 min, then -40 to -10 deg C, 1 h, -10 deg C, 1h, 2.) THF, hexane, overnight 3: 35 percent / ammonium cerium(IV) nitrate / acetonitrile; H2O / 1.) -7 deg C, 1 h, 2.) room temp., 2 h View Scheme
参考文献
ARIZONA BOARD OF REGENTS, A BODY CORPORATE OF THE STATE OF ARIZONA, ACTING FOR AN ON BEHALF OF ARIZONA STATE UNIVERSITY; MADATHIL, Manikandadas, Mathilakathu; KHDOUR, Omar; HECHT, Sidney
Patent: WO2014/59158 A1, 2014 ;
反应条件
1.1: N,N,N',N',N'',N''-hexamethylphosphoric triamide; n-butyllithium / tetrahydrofuran; hexane / -40 - 0 °C 1.2: 15 h / 20 °C / |Inert atmosphere 2.1: ammonium cerium (IV) nitrate / acetonitrile; water / 3.5 h / -7 - 20 °C / |Cooling with ice 2.2: 0 °C View Scheme
参考文献
Madathil, Manikandadas M.; Khdour, Omar M.; Jaruvangsanti, Jennifer; Hecht, Sidney M.
Journal of Natural Products, 2012 , vol. 75, # 12 p. 2209 - 2215
反应条件
1.1: N,N,N',N',N'',N''-hexamethylphosphoric triamide; n-butyllithium / tetrahydrofuran; hexane / -40 - 0 °C 1.2: 15 h / 20 °C / |Inert atmosphere 2.1: ammonium cerium (IV) nitrate / acetonitrile; water / 3.5 h / -7 - 20 °C / |Cooling with ice View Scheme
参考文献
Madathil, Manikandadas M.; Khdour, Omar M.; Jaruvangsanti, Jennifer; Hecht, Sidney M.
Journal of Natural Products, 2012 , vol. 75, # 12 p. 2209 - 2215
反应条件
1.1: N,N,N',N',N'',N''-hexamethylphosphoric triamide; n-butyllithium / tetrahydrofuran; hexane / -40 - 0 °C 1.2: 15 h / 20 °C / |Inert atmosphere 2.1: ammonium cerium (IV) nitrate / acetonitrile; water / 3.5 h / -7 - 20 °C / |Cooling with ice View Scheme
参考文献
Madathil, Manikandadas M.; Khdour, Omar M.; Jaruvangsanti, Jennifer; Hecht, Sidney M.
Journal of Natural Products, 2012 , vol. 75, # 12 p. 2209 - 2215
反应条件
potassium hydroxide in tetrahydrofuran; methanol; water
T=20°C; 1 h;
参考文献
McErlean, Christopher S. P.; Moody, Christopher J.
Journal of Organic Chemistry, 2007 , vol. 72, # 26 p. 10298 - 10301
