3'',4''-二-O-乙酰基阿福豆苷合成路线 （共 19 条）
反应条件
1.1: 90 percent / NaHCO3; NaOAc*3H2O; NBS / tetrahydrofuran; H2O / 1 h / 0 °C
2.1: 60 percent / DMAP / CH2Cl2 / 12 h / -78 °C
3.1: 85 percent / PPh3 / Pd2(dba)3*CHCl3 / CH2Cl2 / 3 h / 0 °C
4.1: 73 percent / NaBH4 / CH2Cl2; methanol / 3 h / -78 °C
5.1: 156 mg / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C
6.1: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
7.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C
7.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C
8.1: 62 percent / DBU / toluene / 1 h / 0 °C
9.1: 91 percent / DBU / toluene / 1 h / 0 °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: 100 percent / Et3N; DMAP / CH2Cl2 / 20 °C
2: 84 percent / Br2 / CH2Cl2 / 1 h / 0 °C
3: 60 percent / Ag2O / CH2Cl2 / 4 h / 20 °C
4: 94 percent / H2 / Pd(OH)2/C / tetrahydrofuran; methanol / 1 h
View Scheme
参考文献
Maloney, David J.; Hecht, Sidney M.
Organic Letters, 2005 , vol. 7, # 6 p. 1097 - 1099
反应条件
1: 60 percent / Ag2O / CH2Cl2 / 4 h / 20 °C
2: 94 percent / H2 / Pd(OH)2/C / tetrahydrofuran; methanol / 1 h
View Scheme
参考文献
Maloney, David J.; Hecht, Sidney M.
Organic Letters, 2005 , vol. 7, # 6 p. 1097 - 1099
反应条件
1: 84 percent / Br2 / CH2Cl2 / 1 h / 0 °C
2: 60 percent / Ag2O / CH2Cl2 / 4 h / 20 °C
3: 94 percent / H2 / Pd(OH)2/C / tetrahydrofuran; methanol / 1 h
View Scheme
参考文献
Maloney, David J.; Hecht, Sidney M.
Organic Letters, 2005 , vol. 7, # 6 p. 1097 - 1099
反应条件
1.1: 73 percent / NaBH4 / CH2Cl2; methanol / 3 h / -78 °C
2.1: 156 mg / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C
3.1: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
4.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C
4.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C
5.1: 62 percent / DBU / toluene / 1 h / 0 °C
6.1: 91 percent / DBU / toluene / 1 h / 0 °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: 156 mg / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C
2.1: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
3.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C
3.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C
4.1: 62 percent / DBU / toluene / 1 h / 0 °C
5.1: 91 percent / DBU / toluene / 1 h / 0 °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: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
2.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C
2.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C
3.1: 62 percent / DBU / toluene / 1 h / 0 °C
4.1: 91 percent / DBU / toluene / 1 h / 0 °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: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C
1.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C
2.1: 62 percent / DBU / toluene / 1 h / 0 °C
3.1: 91 percent / DBU / toluene / 1 h / 0 °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: 62 percent / DBU / toluene / 1 h / 0 °C
2: 91 percent / DBU / toluene / 1 h / 0 °C
View Scheme
参考文献
Shan, Mingde; O'Doherty, George A.
Organic Letters, 2006 , vol. 8, # 22 p. 5149 - 5152
