3-(5-羟基甲基-2-呋喃基)-1-苯基吲哚合成路线 (共 23 条)
反应条件
calcium tetrahydridoborate in tetrahydrofuran 6 h; Heating;
参考文献
Yung Shin Pharm. Ind. Co. Ltd.
Patent: EP1576954 A1, 2005 ;
Location in patent: Page/Page column 6 ;
反应条件
sodium tetrahydroborate in methanol T=20°C; Reduction; 1 h;
参考文献
BIZBIOTECH CO., LTD.
Patent: WO2005/30121 A2, 2005 ;
Location in patent: Figure 13 ;
WO 2005/030121 A2
反应条件
1.1: 65 percent / ferric chloride / CH2Cl2 / 36 h / Heating 2.1: acetic acid / methanol / Heating 3.1: Pb(OAc)4 / CH2Cl2 / 0.5 h / 30 °C 3.2: BF3*Et2O / CH2Cl2 / 0.5 h / Heating 4.1: 87 percent / calcium borohydride / tetrahydrofuran / 6 h / Heating View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 23 p. 4947 - 4949
反应条件
tris(dibenzylideneacetone)dipalladium (0); triphenyl-arsane in N,N-dimethyl-formamide Stille coupling; 16 h;
参考文献
Hering, Kirk W.; Artz, Jennifer D.; Pearson, William H.; Marletta, Michael A.
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 3 p. 618 - 621
反应条件
1: 92 percent / iodine; potassium hydroxide / dimethylformamide / 1 h / 20 °C 2: 87 percent / potassium tert-butoxide / tetrahydrofuran / 4 h / 20 °C 3: 79 percent / sodium hydrogen carbonate / tetrakis(triphenylphosphine)palladium(0) / 1,2-dimethoxy-ethane; H2O / 3 h / Heating 4: 80 percent / phosphorus oxychloride / 0.67 h / 0 - 50 °C 5: 90 percent / NaBH4 / methanol / 1 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 55, # 22 p. 6917 - 6922
反应条件
1: 79 percent / sodium hydrogen carbonate / tetrakis(triphenylphosphine)palladium(0) / 1,2-dimethoxy-ethane; H2O / 3 h / Heating 2: 80 percent / phosphorus oxychloride / 0.67 h / 0 - 50 °C 3: 90 percent / NaBH4 / methanol / 1 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 55, # 22 p. 6917 - 6922
反应条件
1.1: acetic acid / methanol / Heating 2.1: Pb(OAc)4 / CH2Cl2 / 0.5 h / 30 °C 2.2: BF3*Et2O / CH2Cl2 / 0.5 h / Heating 3.1: 87 percent / calcium borohydride / tetrahydrofuran / 6 h / Heating View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 23 p. 4947 - 4949
反应条件
1.1: Pb(OAc)4 / CH2Cl2 / 0.5 h / 30 °C 1.2: BF3*Et2O / CH2Cl2 / 0.5 h / Heating 2.1: 87 percent / calcium borohydride / tetrahydrofuran / 6 h / Heating View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 23 p. 4947 - 4949
反应条件
1: 87 percent / potassium tert-butoxide / tetrahydrofuran / 4 h / 20 °C 2: 79 percent / sodium hydrogen carbonate / tetrakis(triphenylphosphine)palladium(0) / 1,2-dimethoxy-ethane; H2O / 3 h / Heating 3: 80 percent / phosphorus oxychloride / 0.67 h / 0 - 50 °C 4: 90 percent / NaBH4 / methanol / 1 h / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 55, # 22 p. 6917 - 6922