5,7-二-(苄氧基)-2-(4-(苄氧基)苯基)-4H-苯并吡喃-4-酮合成路线 （共 12 条）
反应条件
1.1: DMSO; 3 Angstroem molecular sieves / acetone; CH2Cl2 / -20 - 0 °C
1.2: 50 percent / TsOH*H2O / CH2Cl2 / 1 h / 20 °C
2.1: 85 percent / PPh3 / Pd2(dba)3*CHCl3 / CH2Cl2 / 3 h / 0 °C
3.1: 73 percent / NaBH4 / CH2Cl2; methanol / 3 h / -78 °C
4.1: 96 percent / OsO4; NMO / acetone; 2-methyl-propan-2-ol; H2O / 3 h / 0 °C
5.1: 86 percent / DMAP; pyridine / CH2Cl2 / 0 °C
6.1: 86 percent / H2 / Pd/C / tetrahydrofuran; ethanol / -90 - 20 °C
View Scheme
参考文献
Shan, Mingde; O'Doherty, George A.
Organic Letters, 2006 , vol. 8, # 22 p. 5149 - 5152
反应条件
1.1: DMSO; 3 Angstroem molecular sieves / acetone; CH2Cl2 / -20 - 0 °C
1.2: 50 percent / TsOH*H2O / CH2Cl2 / 1 h / 20 °C
2.1: 85 percent / PPh3 / Pd2(dba)3*CHCl3 / CH2Cl2 / 3 h / 0 °C
3.1: 73 percent / NaBH4 / CH2Cl2; methanol / 3 h / -78 °C
4.1: 156 mg / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C
5.1: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
6.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C
6.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C
7.1: 62 percent / DBU / toluene / 1 h / 0 °C
8.1: 91 percent / DBU / toluene / 1 h / 0 °C
View Scheme
参考文献
Maloney, David J.; Hecht, Sidney M.
Organic Letters, 2005 , vol. 7, # 6 p. 1097 - 1099
