3-(6,7-二溴-2,3-二氢苯并呋喃-5-基)丙酸合成路线 （共 13 条）
反应条件
1: With bromine; sodium acetate in acetic acid T=20°C; 6 h; Cooling; 2: With sodium sulfite in water; acetic acid; acetonitrile 2.5 h; Heating / reflux;
参考文献
Takeda Pharmaceutical Company Limited
Patent: EP1792899 A1, 2007 ;
Location in patent: Page/Page column 12 ;
反应条件
potassium hydroxide in ethanol T=90°C; 1 h;
参考文献
Takeda Chemical Industries, Ltd.
Patent: EP1199304 A1, 2002 ;
Location in patent: Referential example 16 ;
EP 1199304 A1
反应条件
bromine; sodium acetate; acetic acid T=0 - 45°C; 2 - 3 h;
参考文献
TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.
Patent: WO2008/151170 A2, 2008 ;
Location in patent: Page/Page column 5; 6; 14; 21; 36; 46; 63; 68 ;
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 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 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 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 View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239
反应条件
1.1: SOCl2 / 75 °C 2.1: AlCl3 / 1,2-dichloro-ethane / 20 °C 3.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C 4.1: NaH / tetrahydrofuran / 20 °C 4.2: 60 percent / tetrahydrofuran / 20 °C 5.1: 81 percent / H2; ethanolic NH3 / Raney-nickel / 40 °C / 3600.36 Torr View Scheme
参考文献
Uchikawa, Osamu; Fukatsu, Kohji; Tokunoh, Ryosuke; Kawada, Mitsuru; Matsumoto, Kiyoharu; Imai, Yumi; Hinuma, Shuji; Kato, Koki; Nishikawa, Hisao; Hirai, Keisuke; Miyamoto, Masaomi; Ohkawa, Shigenori
Journal of Medicinal Chemistry, 2002 , vol. 45, # 19 p. 4222 - 4239
参考文献
US6034239 A1, ;
US 6034239 A
反应条件
1: With thionyl chloride; N,N-dimethyl-formamide T=20°C; 1 - 2 h; 2: With AlCl3, aluminium chloride T=0 - 5°C; 1 - 2 h;
参考文献
WO2008/151170 A2, ;
Page/Page column 5; 7; 15; 22; 37; 46-47; 68 ;
