1,2,6,7-四氢-8H-茚并[5,4-b]呋喃-8-酮合成路线 (共 25 条)
反应条件
hydrogen; acetic acid; 10percent Pd/C/H2O T=20°C; 1 h;
参考文献
Takeda Chemical Industries, Ltd.
Patent: EP1199304 A1, 2002 ;
Location in patent: Referential example 18 ;
EP 1199304 A1
反应条件
hydrogen; 5 Pd(II)/C(eggshell); triethylamine in tetrahydrofuran; ethanol T=35°C; P=4500.45 - 5250.53 Torr; 24 h;
参考文献
LONZA LTD; ZHU, Yunwei; WEI, Jingjun; CHEN, Liang
Patent: WO2011/44990 A1, 2011 ;
Location in patent: Page/Page column 9 ;
反应条件
hydrogen; sodium acetate; acetic acid; palladium 10 on activated carbon P=1471.14 - 2206.72 Torr;
参考文献
TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.
Patent: WO2008/151170 A2, 2008 ;
Location in patent: Page/Page column 5; 7; 15; 23; 38; 47-48; 69 ;
反应条件
1: With dicyclohexylammonium trifloroacetate in 1,4-dioxane T=100°C; 4 h; 2: With sulfuric acid in pentane T=67°C; Inert atmosphere;
参考文献
WO2010/115897 A2, ;
Page/Page column 18 ;
反应条件
sulfuric acid in pentane T=67°C; Inert atmosphere; Product distribution / selectivity;
参考文献
WO2010/7022 A1, ;
Page/Page column 12-13 ;
反应条件
1.1: 92 percent / TiCl4 / CH2Cl2 / 1 h 2.1: NaH / tetrahydrofuran / 0.33 h / 20 °C 2.2: 88 percent / tetrahydrofuran / 1 h / 20 °C 3.1: 99 percent / H2 / 10percent Pd/C/H2O / ethanol / 2 h / 20 °C 4.1: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C 5.1: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C 6.1: 93 percent / aq. KOH / ethanol / 1 h / 90 °C 7.1: SOCl2 / 75 °C 8.1: AlCl3 / 1,2-dichloro-ethane / 20 °C 9.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239
反应条件
1.1: NaH / tetrahydrofuran / 0.33 h / 20 °C 1.2: 88 percent / tetrahydrofuran / 1 h / 20 °C 2.1: 99 percent / H2 / 10percent Pd/C/H2O / ethanol / 2 h / 20 °C 3.1: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C 4.1: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C 5.1: 93 percent / aq. KOH / ethanol / 1 h / 90 °C 6.1: SOCl2 / 75 °C 7.1: AlCl3 / 1,2-dichloro-ethane / 20 °C 8.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239
反应条件
1: 99 percent / H2 / 10percent Pd/C/H2O / ethanol / 2 h / 20 °C 2: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C 3: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C 4: 93 percent / aq. KOH / ethanol / 1 h / 90 °C 5: SOCl2 / 75 °C 6: AlCl3 / 1,2-dichloro-ethane / 20 °C 7: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239
反应条件
1: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C 2: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C 3: 93 percent / aq. KOH / ethanol / 1 h / 90 °C 4: SOCl2 / 75 °C 5: AlCl3 / 1,2-dichloro-ethane / 20 °C 6: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239
反应条件
1: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C 2: 93 percent / aq. KOH / ethanol / 1 h / 90 °C 3: SOCl2 / 75 °C 4: AlCl3 / 1,2-dichloro-ethane / 20 °C 5: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239