3-(2,3-二氢苯并呋喃-5-基)丙酸乙酯合成路线 (共 11 条)
反应条件
hydrogen; palladium on activated carbon in acetic acid T=50°C; P=1470.15 - 2205.22 Torr; 1 h;
参考文献
Takeda Pharmaceutical Company Limited
Patent: EP1792899 A1, 2007 ;
Location in patent: Page/Page column 11-12 ;
反应条件
hydrogen; palladium 10 on activated carbon in acetic acid T=50°C; P=3677.86 Torr; 4 h;
参考文献
USV LIMITED; SATHE, Dhananjay, Govind; BHISE, Nandu, Baban; GATNE, Parag, Sukumar; PATNEKAR, Subodh, Shashikant; DEORE, Raviraj, Bhatu; MAHAJAN, Anil, Dinkar
Patent: WO2010/41271 A2, 2010 ;
Location in patent: Page/Page column 28 ;
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 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 View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239
反应条件
1.1: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C 2.1: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C 3.1: 93 percent / aq. KOH / ethanol / 1 h / 90 °C 4.1: SOCl2 / 75 °C 5.1: AlCl3 / 1,2-dichloro-ethane / 20 °C 6.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C 7.1: NaH / tetrahydrofuran / 20 °C 7.2: 60 percent / tetrahydrofuran / 20 °C 8.1: 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
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
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 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
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
反应条件
bromine; sodium acetate in acetic acid T=17 - 18°C; Product distribution / selectivity;
参考文献
USV LIMITED; SATHE, Dhananjay, Govind; BHISE, Nandu, Baban; GATNE, Parag, Sukumar; PATNEKAR, Subodh, Shashikant; DEORE, Raviraj, Bhatu; MAHAJAN, Anil, Dinkar
Patent: WO2010/41271 A2, 2010 ;
Location in patent: Page/Page column 29 ;
反应条件
1.1: 97 percent / NaOAc; AcOH; Br2 / 1 h / 20 °C 2.1: 53 percent / AcOH; Fe; Br2 / 5 h / 50 °C 3.1: 93 percent / aq. KOH / ethanol / 1 h / 90 °C 4.1: SOCl2 / 75 °C 5.1: AlCl3 / 1,2-dichloro-ethane / 20 °C 6.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C 7.1: NaH / tetrahydrofuran / 20 °C 7.2: 60 percent / tetrahydrofuran / 20 °C 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