(R)-2-(羟基甲基)-1,4-苯并二噁烷合成路线 （共 33 条）
反应条件
1: 80 percent / EDCl, DMAP / CH2Cl2 2: BBr3 / CH2Cl2 / Ambient temperature 3: 1.) APTS, 2.) Et3N / 1.) reflux 4: 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
反应条件
1: 57 percent / HCl / Heating 2: 1.) MCPBA, 2.) 10 N KOH / 1.) CH2Cl2, reflux, 18 h 3: 1.) KOH, 2.) HCl 4: 80 percent / EDCl, DMAP / CH2Cl2 5: BBr3 / CH2Cl2 / Ambient temperature 6: 1.) APTS, 2.) Et3N / 1.) reflux 7: 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
反应条件
1: 1.) MCPBA, 2.) 10 N KOH / 1.) CH2Cl2, reflux, 18 h 2: 1.) KOH, 2.) HCl 3: 80 percent / EDCl, DMAP / CH2Cl2 4: BBr3 / CH2Cl2 / Ambient temperature 5: 1.) APTS, 2.) Et3N / 1.) reflux 6: 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
反应条件
1: 1.) KOH, 2.) HCl 2: 80 percent / EDCl, DMAP / CH2Cl2 3: BBr3 / CH2Cl2 / Ambient temperature 4: 1.) APTS, 2.) Et3N / 1.) reflux 5: 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
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
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
2: NaIO4 / methanol; H2O 3: NaBH4 / methanol; H2O View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 31, # 10 p. 1965 - 1968
