(3R,4R,5R,6R)-氮杂环庚烷-3,4,5,6-四醇盐酸盐合成路线 (共 13 条)
反应条件
hydrogen; palladium in acetic acid
15 h;
参考文献
Le Merrer, Yves; Poitout, Lydie; Depezay, Jean-Claude; Dosbaa, Isabelle; Geoffroy, Sabine; Foglietti, Marie-Jose
Bioorganic and Medicinal Chemistry, 1997 , vol. 5, # 3 p. 519 - 533
反应条件
1: 68 percent / pyridine / CH2Cl2 / 4 h / 0 °C
2: 70 percent / NaN3, NH4Cl / aq. ethanol / 12 h / Heating
3: 85 percent / H2 / Pd/C / H2O / 24 h / 2585.7 Torr
View Scheme
参考文献
Moris-Varas, Francisco; Qian, Xin-Hua; Wong, Chi-Huey
Journal of the American Chemical Society, 1996 , vol. 118, # 33 p. 7647 - 7652
反应条件
1: 90 percent / acetic acid / H2O / 2 h / 50 °C
2: 79 percent / PPh3, DIAD / 3 h / 130 °C / high vacuum
3: HClO4 / H2O / 12 h / 0 - 20 °C
4: 82 percent / HClO4 / Pd/C / ethanol; H2O / 8 h / Heating
View Scheme
参考文献
Qian, Xinhua; Moris-Varas, Francisco; Wong, Chi-Huey
Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 10 p. 1117 - 1122
反应条件
1: 98 percent / sodium hydride, tetrabutylammonium iodide / dimethylformamide / 3 h / 0 - 20 °C
2: 90 percent / acetic acid / H2O / 2 h / 50 °C
3: 79 percent / PPh3, DIAD / 3 h / 130 °C / high vacuum
4: HClO4 / H2O / 12 h / 0 - 20 °C
5: 82 percent / HClO4 / Pd/C / ethanol; H2O / 8 h / Heating
View Scheme
参考文献
Qian, Xinhua; Moris-Varas, Francisco; Wong, Chi-Huey
Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 10 p. 1117 - 1122
反应条件
1: 1.) triphenylphosphine, diisopropyl diazodicarboxylate / 1.) toluene, 0 deg C, 30 min, 2.) 130 deg C, 0.01 mmHg, 2.5 h
2: 67 percent / aq. HClO4 / 4 h / 20 °C
3: 100 percent / H2, AcOH / Pd black / 18 h
View Scheme
参考文献
Le Merrer, Yves; Poitout, Lydie; Depezay, Jean-Claude; Dosbaa, Isabelle; Geoffroy, Sabine; Foglietti, Marie-Jose
Bioorganic and Medicinal Chemistry, 1997 , vol. 5, # 3 p. 519 - 533
反应条件
1: 67 percent / aq. HClO4 / 4 h / 20 °C
2: 100 percent / H2, AcOH / Pd black / 18 h
View Scheme
参考文献
Le Merrer, Yves; Poitout, Lydie; Depezay, Jean-Claude; Dosbaa, Isabelle; Geoffroy, Sabine; Foglietti, Marie-Jose
Bioorganic and Medicinal Chemistry, 1997 , vol. 5, # 3 p. 519 - 533
反应条件
1: HClO4 / H2O / 12 h / 0 - 20 °C
2: 82 percent / HClO4 / Pd/C / ethanol; H2O / 8 h / Heating
View Scheme
参考文献
Qian, Xinhua; Moris-Varas, Francisco; Wong, Chi-Huey
Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 10 p. 1117 - 1122
反应条件
1: NEt3 / CH2Cl2 / 0.17 h / 0 °C
2: 1.) caesium acetate, 2.) K2CO3, MeOH / 1.) DMF, 40-50 deg C, 24 h, 2.) 20 deg C, 1 h
3: 100 percent / H2, AcOH / Pd black / 18 h
View Scheme
参考文献
Le Merrer, Yves; Poitout, Lydie; Depezay, Jean-Claude; Dosbaa, Isabelle; Geoffroy, Sabine; Foglietti, Marie-Jose
Bioorganic and Medicinal Chemistry, 1997 , vol. 5, # 3 p. 519 - 533
反应条件
1: 89 percent / HCl; H2O / methanol; CH2Cl2 / 48 h / Heating
2: 94 percent / H2 / 20percent Pd(OH)2/C / methanol / 16 h
View Scheme
参考文献
Painter, Gavin F.; Falshaw, Andrew
Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 7 p. 1157 - 1159
反应条件
1: 71 percent / NaCNBH3; molecular sieves 3 Angstroem; AcOH / methanol / 15 h / 20 °C
2: 89 percent / HCl; H2O / methanol; CH2Cl2 / 48 h / Heating
3: 94 percent / H2 / 20percent Pd(OH)2/C / methanol / 16 h
View Scheme
参考文献
Painter, Gavin F.; Falshaw, Andrew
Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 7 p. 1157 - 1159