1,2,4,5-四甲氧基苯合成路线 （共 37 条）
反应条件
sulfuric acid; dihydrogen peroxide
参考文献
Blatchly,J.M. et al.
Journal of the Chemical Society [Section] C: Organic, 1969 , vol. <C>, p. 1353 - 1358
反应条件
lead(IV) acetate T=16°C; 0.5 h;
参考文献
Australian Journal of Chemistry, , vol. 33, # 3 p. 527 - 543
参考文献
Schueler
Archiv der Pharmazie (Weinheim, Germany), 1907 , vol. 245, p. 267,271
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
1.1: 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: rabbit P450 1A2 / 0.08 h 2: Na2S2O4; H2O / 0.02 h / Heating View Scheme
参考文献
Sato, Hideaki; Guengerich, F. Peter
Journal of the American Chemical Society, 2000 , vol. 122, # 33 p. 8099 - 8100
反应条件
1.1: 74 percent / HBr; AcOH / 16 h / 20 °C 2.1: Li; NH3 / tetrahydrofuran; H2O / 0.75 h / -78 - -33 °C 2.2: 76 percent / tetrahydrofuran; H2O / 2 h / Heating 3.1: 98 percent / KOtBu / toluene / 4 h / Heating 4.1: 100 percent / HCl / tetrahydrofuran / 12 h / 20 °C 5.1: 89 percent / H2; Et3N / 10percent Pd/C / methanol / 12 h / 20 °C 6.1: 98 percent / KOtBu / toluene / 3 h / Heating 7.1: 26 percent / AgO; HNO3 / dioxane / 20 °C View Scheme
参考文献
Poigny, Stephane; Guyot, Michele; Samedi, Mohammad
Journal of Organic Chemistry, 1998 , vol. 63, # 17 p. 5890 - 5894
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: 1.) ammonium cerium(IV) nitrate, 2.) HClO4 / 1.) CH3CN, H2O, -7 deg C, 1 h, then room temp., 2 h, 2.) CH2Cl2, room temp., 4 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
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-butyllithium / hexane; tetrahydrofuran / 0.5 h / -10 °C / |Inert atmosphere
1.2: -10 - 25 °C / |Inert atmosphere
2.1: ammonium cerium (IV) nitrate / acetonitrile / 2 h / 20 °C
View Scheme
参考文献
Chen, Fanglei; Zhang, Guiping; Hong, Zebin; Lin, Zhonghui; Lei, Min; Huang, Mingdong; Hu, Lihong
Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 10 p. 2379 - 2382
