(E)-(1,6,7,8-四氢-2H-茚并[5,4-b]呋喃-8-亚基)乙腈合成路线 (共 15 条)
反应条件
1.1: 93 percent / aq. KOH / ethanol / 1 h / 90 °C 2.1: SOCl2 / 75 °C 3.1: AlCl3 / 1,2-dichloro-ethane / 20 °C 4.1: 89 percent / AcOH; H2 / 10percent Pd/C/H2O / 1 h / 20 °C 5.1: NaH / tetrahydrofuran / 20 °C 5.2: 60 percent / tetrahydrofuran / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 45, # 19 p. 4222 - 4239
反应条件
ammonia; hydrogen; nickel T=40°C; P=3600.36 Torr;
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
potassium hydroxide; dihydrogen peroxide in water; dimethyl sulfoxide T=20°C; 3 h;
参考文献
Yamano, Toru; Yamashita, Masayuki; Adachi, Mari; Tanaka, Mitsutaka; Matsumoto, Kiyoharu; Kawada, Mitsuru; Uchikawa, Osamu; Fukatsu, Kohji; Ohkawa, Shigenori
Tetrahedron Asymmetry, 2006 , vol. 17, # 2 p. 184 - 190
反应条件
1.1: 32 percent / aq. H2O2; KOH / dimethylsulfoxide; H2O / 3 h / 20 °C 2.1: H2; Ru(OAc)2[(R)-binap] / ethanol / 6 h / 50 °C / 75006 Torr 3.1: BF3*Et2O; NaBH4 / tetrahydrofuran / 24 h / 20 °C 3.2: 63 percent / aq. HCl / ethyl acetate View Scheme
参考文献
Yamano, Toru; Yamashita, Masayuki; Adachi, Mari; Tanaka, Mitsutaka; Matsumoto, Kiyoharu; Kawada, Mitsuru; Uchikawa, Osamu; Fukatsu, Kohji; Ohkawa, Shigenori
Tetrahedron Asymmetry, 2006 , vol. 17, # 2 p. 184 - 190
反应条件
tert-butyl alcohol; Josiphos SL-J001-1; copper diacetate in dichloromethane; toluene
T=0 - 20°C; Inert atmosphere;
参考文献
LEK PHARMACEUTICALS D.D.; CLUZEAU, Jerome
Patent: WO2010/92107 A1, 2010 ;
Location in patent: Page/Page column 23 ;