(11aS)-7-甲氧基-8-羟基-2,3,5,11ab-四氢-1H-吡咯并[2,1-c][1,4]苯并二氮杂卓-5-酮合成路线 （共 41 条）
反应条件
1: 100 percent / EDC*HCl; HOBt; Et3N / CH2Cl2 / 0 - 20 °C
2: 96 percent / LiOH*H2O / tetrahydrofuran; H2O / 20 °C
3: 91 percent / EDC*HCl; HOBt; Et3N / CH2Cl2 / 0 - 20 °C
4: 67 percent / phenyliodine(III) bis(trifluoroacetate) / CH2Cl2 / 20 °C
5: 82 percent / Mo(CO)6 / acetonitrile; H2O / Heating
6: 70 percent / NaBH4; TFA / various solvent(s) / Heating
7: 60 percent / NMO; TPAP / acetonitrile / 1.5 h / 20 °C
8: 90 percent / 1,4-cyclohexadiene / Pd/C / ethanol / 2.5 h / 20 °C
View Scheme
参考文献
Correa, Arkaitz; Tellitu, Imanol; Dominguez, Esther; Moreno, Isabel; SanMartin, Raul
Journal of Organic Chemistry, 2005 , vol. 70, # 6 p. 2256 - 2264
反应条件
1: 70 percent / NaBH4; TFA / various solvent(s) / Heating
2: 60 percent / NMO; TPAP / acetonitrile / 1.5 h / 20 °C
3: 90 percent / 1,4-cyclohexadiene / Pd/C / ethanol / 2.5 h / 20 °C
View Scheme
参考文献
Correa, Arkaitz; Tellitu, Imanol; Dominguez, Esther; Moreno, Isabel; SanMartin, Raul
Journal of Organic Chemistry, 2005 , vol. 70, # 6 p. 2256 - 2264
反应条件
silica gel in methanol; chloroform
参考文献
Kamal, Ahmed; Reddy, B. S. Nararyan; Reddy, B. S. Praveen
Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 14 p. 1825 - 1828
反应条件
1: N-methylmorpholine / [polymer-NMe3]+[RuO4]- / CH2Cl2 / 20 °C
2: 80 percent / H2 / Pd/C / ethanol / 6 h / 20 °C / 1140 Torr
3: 70 percent / N-methylmorpholine / [polymer-NMe3]+[RuO4]- / CH2Cl2 / 9 h / 20 °C
View Scheme
参考文献
Kamal, Ahmed; Devaiah; Laxma Reddy; Shankaraiah
Advanced Synthesis and Catalysis, 2006 , vol. 348, # 1-2 p. 249 - 254
反应条件
1: K2CO3
2: SnCl2
3: 81 percent / pyridine / CH2Cl2 / 0.17 h / 0 °C
4: 71 percent / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
5: 88 percent / Pd(PPh3)4; pyrrolidine; PPh3 / CH2Cl2 / 0.17 h / 20 °C
6: 28 percent / 1,4-cyclohexadiene / Pd/C / ethanol / 4 h / 20 °C
View Scheme
参考文献
Tercel, Moana; Stribbling, Stephen M.; Sheppard, Hilary; Siim, Bronwyn G.; Wu, Kent; Pullen, Susan M.; Botting, K. Jane; Wilson, William R.; Denny, William A.
Journal of Medicinal Chemistry, 2003 , vol. 46, # 11 p. 2132 - 2151
反应条件
1: 81 percent / pyridine / CH2Cl2 / 0.17 h / 0 °C
2: 71 percent / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
3: 88 percent / Pd(PPh3)4; pyrrolidine; PPh3 / CH2Cl2 / 0.17 h / 20 °C
4: 28 percent / 1,4-cyclohexadiene / Pd/C / ethanol / 4 h / 20 °C
View Scheme
参考文献
Tercel, Moana; Stribbling, Stephen M.; Sheppard, Hilary; Siim, Bronwyn G.; Wu, Kent; Pullen, Susan M.; Botting, K. Jane; Wilson, William R.; Denny, William A.
Journal of Medicinal Chemistry, 2003 , vol. 46, # 11 p. 2132 - 2151
反应条件
1: SnCl2
2: 81 percent / pyridine / CH2Cl2 / 0.17 h / 0 °C
3: 71 percent / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
4: 88 percent / Pd(PPh3)4; pyrrolidine; PPh3 / CH2Cl2 / 0.17 h / 20 °C
5: 28 percent / 1,4-cyclohexadiene / Pd/C / ethanol / 4 h / 20 °C
View Scheme
参考文献
Tercel, Moana; Stribbling, Stephen M.; Sheppard, Hilary; Siim, Bronwyn G.; Wu, Kent; Pullen, Susan M.; Botting, K. Jane; Wilson, William R.; Denny, William A.
Journal of Medicinal Chemistry, 2003 , vol. 46, # 11 p. 2132 - 2151
反应条件
1: 88 percent / Pd(PPh3)4; pyrrolidine; PPh3 / CH2Cl2 / 0.17 h / 20 °C
2: 28 percent / 1,4-cyclohexadiene / Pd/C / ethanol / 4 h / 20 °C
View Scheme
参考文献
Tercel, Moana; Stribbling, Stephen M.; Sheppard, Hilary; Siim, Bronwyn G.; Wu, Kent; Pullen, Susan M.; Botting, K. Jane; Wilson, William R.; Denny, William A.
Journal of Medicinal Chemistry, 2003 , vol. 46, # 11 p. 2132 - 2151
反应条件
1: 71 percent / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
2: 88 percent / Pd(PPh3)4; pyrrolidine; PPh3 / CH2Cl2 / 0.17 h / 20 °C
3: 28 percent / 1,4-cyclohexadiene / Pd/C / ethanol / 4 h / 20 °C
View Scheme
参考文献
Tercel, Moana; Stribbling, Stephen M.; Sheppard, Hilary; Siim, Bronwyn G.; Wu, Kent; Pullen, Susan M.; Botting, K. Jane; Wilson, William R.; Denny, William A.
Journal of Medicinal Chemistry, 2003 , vol. 46, # 11 p. 2132 - 2151
反应条件
1: 100 percent / NaH2PO4; H2O2; NaClO2 / acetonitrile; H2O / 1.5 h / 20 °C
2: 100 percent / EDC*HCl; HOBt; Et3N / CH2Cl2 / 0 - 20 °C
3: 96 percent / LiOH*H2O / tetrahydrofuran; H2O / 20 °C
4: 91 percent / EDC*HCl; HOBt; Et3N / CH2Cl2 / 0 - 20 °C
5: 67 percent / phenyliodine(III) bis(trifluoroacetate) / CH2Cl2 / 20 °C
6: 82 percent / Mo(CO)6 / acetonitrile; H2O / Heating
7: 70 percent / NaBH4; TFA / various solvent(s) / Heating
8: 60 percent / NMO; TPAP / acetonitrile / 1.5 h / 20 °C
9: 90 percent / 1,4-cyclohexadiene / Pd/C / ethanol / 2.5 h / 20 °C
View Scheme
参考文献
Correa, Arkaitz; Tellitu, Imanol; Dominguez, Esther; Moreno, Isabel; SanMartin, Raul
Journal of Organic Chemistry, 2005 , vol. 70, # 6 p. 2256 - 2264
