3'',4''-二-O-乙酰基阿福豆苷合成路线 （共 19 条）
反应条件
sodium hydroxide in methanol T=23°C; 0.333333 h;
参考文献
Nakatani, Nobuji; Jitoe, Akiko; Masuda, Toshiya; Yonemori, Shigetomo
Agricultural and Biological Chemistry, 1991 , vol. 55, # 2 p. 455 - 460
反应条件
hydrogen; palladium dihydroxide in tetrahydrofuran; methanol
1 h;
参考文献
UNIVERSITY OF VIRGINIA PATENT FOUNDATION
Patent: WO2006/86103 A2, 2006 ;
Location in patent: Page/Page column 5; 30; 35 ;
WO 2006/086103 A2
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene in toluene
T=0°C; 1 h;
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: 85 percent / PPh3 / Pd2(dba)3*CHCl3 / CH2Cl2 / 3 h / 0 °C
2.1: 73 percent / NaBH4 / CH2Cl2; methanol / 3 h / -78 °C
3.1: 156 mg / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C
4.1: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
5.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C
5.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C
6.1: 62 percent / DBU / toluene / 1 h / 0 °C
7.1: 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: 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
Shan, Mingde; O'Doherty, George A.
Organic Letters, 2006 , vol. 8, # 22 p. 5149 - 5152
反应条件
1.1: 76 percent / I2 / dimethylsulfoxide / 24 h / 110 °C
2.1: DMSO; 3 Angstroem molecular sieves / acetone; CH2Cl2 / -20 - 0 °C
2.2: 50 percent / TsOH*H2O / CH2Cl2 / 1 h / 20 °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
1.1: 85 percent / PPh3 / Pd2(dba)3*CHCl3 / CH2Cl2 / 3 h / 0 °C
2.1: 73 percent / NaBH4 / CH2Cl2; methanol / 3 h / -78 °C
3.1: 156 mg / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C
4.1: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
5.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C
5.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C
6.1: 62 percent / DBU / toluene / 1 h / 0 °C
7.1: 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: 92 percent / formic acid; Et3N / (R)-Ru(η6-mesitylene)-(S,S)-TsDPEN / CH2Cl2 / 24 h / 20 °C
2.1: 90 percent / NaHCO3; NaOAc*3H2O; NBS / tetrahydrofuran; H2O / 1 h / 0 °C
3.1: 60 percent / DMAP / CH2Cl2 / 12 h / -78 °C
4.1: 85 percent / PPh3 / Pd2(dba)3*CHCl3 / CH2Cl2 / 3 h / 0 °C
5.1: 73 percent / NaBH4 / CH2Cl2; methanol / 3 h / -78 °C
6.1: 156 mg / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C
7.1: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
8.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C
8.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C
9.1: 62 percent / DBU / toluene / 1 h / 0 °C
10.1: 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: 75 percent / K2CO3 / acetone / 6 h / Heating
2.1: 76 percent / I2 / dimethylsulfoxide / 24 h / 110 °C
3.1: DMSO; 3 Angstroem molecular sieves / acetone; CH2Cl2 / -20 - 0 °C
3.2: 50 percent / TsOH*H2O / CH2Cl2 / 1 h / 20 °C
4.1: 85 percent / PPh3 / Pd2(dba)3*CHCl3 / CH2Cl2 / 3 h / 0 °C
5.1: 73 percent / NaBH4 / CH2Cl2; methanol / 3 h / -78 °C
6.1: 156 mg / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C
7.1: 77 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
8.1: p-TsOH*H2O / CH2Cl2 / 0.25 h / 0 °C
8.2: 99 percent / aq. HOAc / CH2Cl2 / 0.25 h / 0 °C
9.1: 62 percent / DBU / toluene / 1 h / 0 °C
10.1: 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: 60 percent / DMAP / CH2Cl2 / 12 h / -78 °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
Shan, Mingde; O'Doherty, George A.
Organic Letters, 2006 , vol. 8, # 22 p. 5149 - 5152
