(3S,4a,8aS)-2-[(2R,3S)-3-氨基-2-羟基-4-苯基丁基]-N-叔丁基十氢异喹啉-3-甲酰胺合成路线 （共 64 条）
反应条件
1: COCl2 3: 85 percent / H2 / Rh/Alox / ethyl acetate / 150 °C / 112509 Torr 4: dimethylformamide / 120 °C 5: 1.) MeNH2, 2.) HCl View Scheme
参考文献
Chimia, , vol. 50, # 11 p. 532 - 537
反应条件
1: 10.3 g / 4A molecular sieves, titanium tetraisopropoxide, diethyl D-tartrate, tert-butyl hydroperoxide / CH2Cl2; 2,2,4-trimethyl-pentane / 20 h / -22 °C 2: 2.7 g / titanium tetraisopropoxide, azidotrimethylsilane / benzene / 0.25 h / Heating 3: 1.) 2-acetoxyisobutyryl chloride, 2.) NaOMe / 1.) chloroform, RT, 5 h, 2.) THF, RT, 3 h 4: 9.63 g / propan-2-ol / 80 °C 5: 4.68 g / H2 / 10percent Pd/C / tetrahydrofuran; methanol; acetic acid / 12 h View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 36, # 16 p. 2300 - 2310
反应条件
1: 2.7 g / titanium tetraisopropoxide, azidotrimethylsilane / benzene / 0.25 h / Heating 2: 1.) 2-acetoxyisobutyryl chloride, 2.) NaOMe / 1.) chloroform, RT, 5 h, 2.) THF, RT, 3 h 3: 9.63 g / propan-2-ol / 80 °C 4: 4.68 g / H2 / 10percent Pd/C / tetrahydrofuran; methanol; acetic acid / 12 h View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 36, # 16 p. 2300 - 2310
反应条件
1: 1.) carbonyldiimidazole 2: NaBH4 / ethanol / 1 h / -15 - -10 °C 3: 89 percent / TsOH*H2O / 5 h / 60 °C 4: 92 percent / 1 M aq. NaOH / ethanol / 18 h / Ambient temperature 5: (COCl)2, DMF / toluene / 1 h 6: CBrCl3, 2-mercaptopyridine N-oxide sodium salt, 4-(dimethylamino)pyridine / 1 h / 80 °C / Irradiation 7: aq. AcOH, conc. HCl / 3 h / Ambient temperature 8: 92 percent / KOH / methanol / 3 h / Ambient temperature 9: 86 percent / propan-2-ol / 6 h / 80 °C 10: 100 percent / H2 / 10percent Pd/C / ethanol / 24 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: 86 percent / propan-2-ol / 6 h / 80 °C 2: 100 percent / H2 / 10percent Pd/C / ethanol / 24 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: 2.) 10percent H2SO4 / 1.) THF, r.t., 2.) 70percent aq. MeOH, reflux, 4 h 2: 100 percent / H2 / 10percent Pd/C / ethanol / 24 h / 2585.7 Torr / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: 92 percent / KOH / methanol / 3 h / Ambient temperature 2: 86 percent / propan-2-ol / 6 h / 80 °C 3: 100 percent / H2 / 10percent Pd/C / ethanol / 24 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: NaBH4 / ethanol / 1 h / -15 - -10 °C 2: 89 percent / TsOH*H2O / 5 h / 60 °C 3: 92 percent / 1 M aq. NaOH / ethanol / 18 h / Ambient temperature 4: (COCl)2, DMF / toluene / 1 h 5: CBrCl3, 2-mercaptopyridine N-oxide sodium salt, 4-(dimethylamino)pyridine / 1 h / 80 °C / Irradiation 6: aq. AcOH, conc. HCl / 3 h / Ambient temperature 7: 92 percent / KOH / methanol / 3 h / Ambient temperature 8: 86 percent / propan-2-ol / 6 h / 80 °C 9: 100 percent / H2 / 10percent Pd/C / ethanol / 24 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: (COCl)2, DMF / toluene / 1 h 2: CBrCl3, 2-mercaptopyridine N-oxide sodium salt, 4-(dimethylamino)pyridine / 1 h / 80 °C / Irradiation 3: aq. AcOH, conc. HCl / 3 h / Ambient temperature 4: 92 percent / KOH / methanol / 3 h / Ambient temperature 5: 86 percent / propan-2-ol / 6 h / 80 °C 6: 100 percent / H2 / 10percent Pd/C / ethanol / 24 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: CBrCl3, 2-mercaptopyridine N-oxide sodium salt, 4-(dimethylamino)pyridine / 1 h / 80 °C / Irradiation 2: aq. AcOH, conc. HCl / 3 h / Ambient temperature 3: 92 percent / KOH / methanol / 3 h / Ambient temperature 4: 86 percent / propan-2-ol / 6 h / 80 °C 5: 100 percent / H2 / 10percent Pd/C / ethanol / 24 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
