(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）
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反应条件
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: With lithium tri-t-butoxyaluminum hydride in tetrahydrofuran T=-15 - 20°C; 15.5 h; 2: With hydrogenchloride in tetrahydrofuran; water pH=3;
参考文献
Kuraray Co., Ltd.; SAGAMI CHEMICAL RESEARCH CENTER
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反应条件
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
sodium hydroxide in tetrahydrofuran T=20°C;
参考文献
Ma, Tao; Gao, Qi; Chen, Zhiwei; Wang, Lin; Liu, Gang
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反应条件
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
lithium tri-t-butoxyaluminum hydride in tetrahydrofuran T=-15 - -10°C; 2 h;
参考文献
Tanaka, Tomohiro; Kumamoto, Takuya; Ishikawa, Tsutomu
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反应条件
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: With propionic acid; 3,4,5-trimethoxyphenylboronic acid in toluene 1.5 h; Heating; 2: With lithium aluminium tetrahydride; tert-butyl alcohol in tetrahydrofuran
参考文献
Sekino, Etsuko; Kumamoto, Takuya; Tanaka, Tomohiro; Ikeda, Tomoko; Ishikawa, Tsutomu
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反应条件
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.) LDA, 2.) TiCl4 3: 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 4: 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
Flavin, Michael T.; Rizzo, John D.; Khilevich, Albert; Kucherenko, Alla; Sheinkman, Abram K.; Vilaychack, Vilayphone; Lin, Lin; Chen, Wei; Greenwood, Eugenia Mata; Pengsuparp, Thitima; Pezzuto, John M.; Hughes, Stephen H.; Flavin, Thomas M.; Cibulski, Michael; Boulanger, William A.; Shone, Robert L.; Xu, Ze-Qi
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反应条件
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: conc. H2SO4 / 2 h / 90 °C 2: 16 percent / AlCl3 / nitrobenzene; CS2 3: 93 percent / pyridine / toluene / 144 h / Heating 4: 30 percent / pyridinium tosylate, TFA, pyridine / 4 h / 140 °C 5: 1.) CeCl3(H2O)7, 2.) NaBH4 / 1.) EtOH, RT, 1.5 h, 2.) EtOH, -30 deg C, 8.5 h View Scheme
参考文献
Flavin, Michael T.; Rizzo, John D.; Khilevich, Albert; Kucherenko, Alla; Sheinkman, Abram K.; Vilaychack, Vilayphone; Lin, Lin; Chen, Wei; Greenwood, Eugenia Mata; Pengsuparp, Thitima; Pezzuto, John M.; Hughes, Stephen H.; Flavin, Thomas M.; Cibulski, Michael; Boulanger, William A.; Shone, Robert L.; Xu, Ze-Qi
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反应条件
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: 16 percent / AlCl3 / nitrobenzene; CS2 2: 93 percent / pyridine / toluene / 144 h / Heating 3: 30 percent / pyridinium tosylate, TFA, pyridine / 4 h / 140 °C 4: 1.) CeCl3(H2O)7, 2.) NaBH4 / 1.) EtOH, RT, 1.5 h, 2.) EtOH, -30 deg C, 8.5 h View Scheme
参考文献
Flavin, Michael T.; Rizzo, John D.; Khilevich, Albert; Kucherenko, Alla; Sheinkman, Abram K.; Vilaychack, Vilayphone; Lin, Lin; Chen, Wei; Greenwood, Eugenia Mata; Pengsuparp, Thitima; Pezzuto, John M.; Hughes, Stephen H.; Flavin, Thomas M.; Cibulski, Michael; Boulanger, William A.; Shone, Robert L.; Xu, Ze-Qi
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反应条件
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: conc. H2SO4 / 2 h / 90 °C 2: 16 percent / AlCl3 / nitrobenzene; CS2 3: 93 percent / pyridine / toluene / 144 h / Heating 4: 30 percent / pyridinium tosylate, TFA, pyridine / 4 h / 140 °C 5: 1.) CeCl3(H2O)7, 2.) NaBH4 / 1.) EtOH, RT, 1.5 h, 2.) EtOH, -30 deg C, 8.5 h View Scheme
参考文献
Flavin, Michael T.; Rizzo, John D.; Khilevich, Albert; Kucherenko, Alla; Sheinkman, Abram K.; Vilaychack, Vilayphone; Lin, Lin; Chen, Wei; Greenwood, Eugenia Mata; Pengsuparp, Thitima; Pezzuto, John M.; Hughes, Stephen H.; Flavin, Thomas M.; Cibulski, Michael; Boulanger, William A.; Shone, Robert L.; Xu, Ze-Qi
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反应条件
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: 93 percent / pyridine / toluene / 144 h / Heating 2: 30 percent / pyridinium tosylate, TFA, pyridine / 4 h / 140 °C 3: 1.) CeCl3(H2O)7, 2.) NaBH4 / 1.) EtOH, RT, 1.5 h, 2.) EtOH, -30 deg C, 8.5 h View Scheme
参考文献
Flavin, Michael T.; Rizzo, John D.; Khilevich, Albert; Kucherenko, Alla; Sheinkman, Abram K.; Vilaychack, Vilayphone; Lin, Lin; Chen, Wei; Greenwood, Eugenia Mata; Pengsuparp, Thitima; Pezzuto, John M.; Hughes, Stephen H.; Flavin, Thomas M.; Cibulski, Michael; Boulanger, William A.; Shone, Robert L.; Xu, Ze-Qi
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反应条件
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: 93 percent / pyridine / toluene / 144 h / Heating 2: 30 percent / pyridinium tosylate, TFA, pyridine / 4 h / 140 °C 3: 1.) CeCl3(H2O)7, 2.) NaBH4 / 1.) EtOH, RT, 1.5 h, 2.) EtOH, -30 deg C, 8.5 h View Scheme
参考文献
Flavin, Michael T.; Rizzo, John D.; Khilevich, Albert; Kucherenko, Alla; Sheinkman, Abram K.; Vilaychack, Vilayphone; Lin, Lin; Chen, Wei; Greenwood, Eugenia Mata; Pengsuparp, Thitima; Pezzuto, John M.; Hughes, Stephen H.; Flavin, Thomas M.; Cibulski, Michael; Boulanger, William A.; Shone, Robert L.; Xu, Ze-Qi
