(S)-2-羟甲基-1,4-苯并二恶烷合成路线 （共 26 条）
反应条件
1: 1.) Ti(i-PrO)4, (+)-diethyl tartrate, 2.) tert-butyl hydroperoxide / 1.) CH2Cl2, -20 deg C, 2.) CH2Cl2, -20 deg C, overnight 2: 88 percent / pyridine / 16 h / 5 °C 3: H2 / 10percent Pd/C / methanol / 6 h / 2585.7 Torr 4: 10percent aq. KOH / methanol / 0.5 h / Ambient temperature 5: 2 h / Heating 6: 1.) NaIO4, 2.) NaBH4 / 1.) ethanol, water, 10 min, 2.) ethanol, water, 10 min View Scheme
参考文献
Heterocycles, , vol. 23, # 8 p. 2005 - 2012
反应条件
1: 83.4 percent / diisobutyl aluminum hydride / diethyl ether; hexane / -20 °C 2: 1.) Ti(i-PrO)4, (+)-diethyl tartrate, 2.) tert-butyl hydroperoxide / 1.) CH2Cl2, -20 deg C, 2.) CH2Cl2, -20 deg C, overnight 3: 88 percent / pyridine / 16 h / 5 °C 4: H2 / 10percent Pd/C / methanol / 6 h / 2585.7 Torr 5: 10percent aq. KOH / methanol / 0.5 h / Ambient temperature 6: 2 h / Heating 7: 1.) NaIO4, 2.) NaBH4 / 1.) ethanol, water, 10 min, 2.) ethanol, water, 10 min View Scheme
参考文献
Heterocycles, , vol. 23, # 8 p. 2005 - 2012
反应条件
1: 88 percent / pyridine / 16 h / 5 °C 2: H2 / 10percent Pd/C / methanol / 6 h / 2585.7 Torr 3: 10percent aq. KOH / methanol / 0.5 h / Ambient temperature 4: 2 h / Heating 5: 1.) NaIO4, 2.) NaBH4 / 1.) ethanol, water, 10 min, 2.) ethanol, water, 10 min View Scheme
参考文献
Heterocycles, , vol. 23, # 8 p. 2005 - 2012
反应条件
1: H2 / 10percent Pd/C / methanol / 6 h / 2585.7 Torr 2: 10percent aq. KOH / methanol / 0.5 h / Ambient temperature 3: 2 h / Heating 4: 1.) NaIO4, 2.) NaBH4 / 1.) ethanol, water, 10 min, 2.) ethanol, water, 10 min View Scheme
参考文献
Heterocycles, , vol. 23, # 8 p. 2005 - 2012
反应条件
potassium carbonate in N,N-dimethyl-formamide T=65 - 70°C; Yields of byproduct given;
参考文献
Tetrahedron Letters, , vol. 29, # 30 p. 3671 - 3674
反应条件
sodium tetrahydroborate in methanol; water Yield given;
参考文献
Journal of Medicinal Chemistry, , vol. 31, # 10 p. 1965 - 1968
反应条件
1: NaIO4 / methanol; H2O 2: NaBH4 / methanol; H2O View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 31, # 10 p. 1965 - 1968
反应条件
2: LAH / tetrahydrofuran View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 30, # 1 p. 49 - 57
反应条件
lithium aluminium tetrahydride; hydrogen; palladium on activated charcoal 1.) MeOH, 2.) Et2O, reflux; Multistep reaction;
参考文献
Tetrahedron Asymmetry, , vol. 5, # 4 p. 535 - 536
反应条件
1: 1.) APTS, 2.) Et3N / 1.) reflux 2: 1.) H2, 2.) LiAlH4 / 1.) Pd/C / 1.) MeOH, 2.) Et2O, reflux View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 5, # 4 p. 535 - 536
