(10R,11S,12S)-11,12-二氢-12-羟基-6,6,10,11-四甲基-4-丙基-2H,6H,10H-苯并(1,2-b:3,4-b':5,6-b'')三吡喃-2-酮合成路线 （共 14 条）
→
142632-32-4(10R,11S,12S)-11,12-二氢-12-羟基-6,6,10,11-四甲基-4-丙基-2H,6H,10H-苯并(1,2-b:3,4-b':5,6-b'')三吡喃-2-酮
反应条件
1.1: 77 percent / MgI2; K2CO3 / benzene / 360 h / Heating 2.1: phenylboronic acid; propionic acid / toluene / 1.5 h / Heating 2.2: 88 percent / LiAlH4; tert-butyl alcohol / tetrahydrofuran View Scheme
参考文献
Sekino, Etsuko; Kumamoto, Takuya; Tanaka, Tomohiro; Ikeda, Tomoko; Ishikawa, Tsutomu
Journal of Organic Chemistry, 2004 , vol. 69, # 8 p. 2760 - 2767
→
142632-32-4(10R,11S,12S)-11,12-二氢-12-羟基-6,6,10,11-四甲基-4-丙基-2H,6H,10H-苯并(1,2-b:3,4-b':5,6-b'')三吡喃-2-酮
反应条件
1: MgI2*6H2O / benzene / 2.5 h / Heating 2: 41 percent / LiAl(OBut)3H / tetrahydrofuran / 2 h / -15 - -10 °C View Scheme
参考文献
Tanaka, Tomohiro; Kumamoto, Takuya; Ishikawa, Tsutomu
Tetrahedron Letters, 2000 , vol. 41, # 52 p. 10229 - 10232
→
142632-32-4(10R,11S,12S)-11,12-二氢-12-羟基-6,6,10,11-四甲基-4-丙基-2H,6H,10H-苯并(1,2-b:3,4-b':5,6-b'')三吡喃-2-酮
反应条件
1: Ph3P, diethyl azodicarboxylate / tetrahydrofuran / 5 h / Ambient temperature; also 6,6-dimethyl-9-hydroxy-10<2(R)-methyl-3(R)-hydroxybutyro>-4-propyl-2H,6H-benzo<1,2-b:3,4-b'>dipyran-2-one 2: 1.) CeCl3*7H2O, triphenylphosphine oxide, 2.) NaBH4 / 1.) EtOH, RT, 1 h, 2.) EtOH, -30 deg C, 5.5 h View Scheme
参考文献
Khilevich, Albert; Mar, Aye; Flavin, Michael T.; Rizzo, John D.; Lin, Lin; Dzekhtser, Sergey; Brankovic, Darko; Zhang, Heping; Chen, Wei; Liao, Shuyuan; Zembower, David E.; Xu, Ze-Qi
Tetrahedron Asymmetry, 1996 , vol. 7, # 11 p. 3315 - 3326
→
142632-32-4(10R,11S,12S)-11,12-二氢-12-羟基-6,6,10,11-四甲基-4-丙基-2H,6H,10H-苯并(1,2-b:3,4-b':5,6-b'')三吡喃-2-酮
反应条件
1: Ph3P, diethyl azodicarboxylate / tetrahydrofuran / 5 h / Ambient temperature 2: 1.) CeCl3*7H2O, triphenylphosphine oxide, 2.) NaBH4 / 1.) EtOH, RT, 1 h, 2.) EtOH, -30 deg C, 5.5 h View Scheme
参考文献
Khilevich, Albert; Mar, Aye; Flavin, Michael T.; Rizzo, John D.; Lin, Lin; Dzekhtser, Sergey; Brankovic, Darko; Zhang, Heping; Chen, Wei; Liao, Shuyuan; Zembower, David E.; Xu, Ze-Qi
Tetrahedron Asymmetry, 1996 , vol. 7, # 11 p. 3315 - 3326
