(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: 2.) Bu4NF / 1.) THF 2: 19 percent / pyridine, 4-(dimethylamino)pyridine / 16 h / Ambient temperature 3: 13 percent / 1 M NaOH / ethanol / 0.25 h / Ambient temperature 4: 96 percent / acetonitrile / 20 h / Heating 5: NaBH4 / methanol / 1 h / -10 °C 6: HgCl2 / acetonitrile; H2O / 0.25 h 7: NaCNBH3, 1 M HCl, 3-Angstroem molecular sieves / methanol / 112 h / Ambient temperature 8: 86 percent / trifluoroacetic acid / 1 h / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: 19 percent / pyridine, 4-(dimethylamino)pyridine / 16 h / Ambient temperature 2: 13 percent / 1 M NaOH / ethanol / 0.25 h / Ambient temperature 3: 96 percent / acetonitrile / 20 h / Heating 4: NaBH4 / methanol / 1 h / -10 °C 5: HgCl2 / acetonitrile; H2O / 0.25 h 6: NaCNBH3, 1 M HCl, 3-Angstroem molecular sieves / methanol / 112 h / Ambient temperature 7: 86 percent / trifluoroacetic acid / 1 h / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: 96 percent / acetonitrile / 20 h / Heating 2: NaBH4 / methanol / 1 h / -10 °C 3: HgCl2 / acetonitrile; H2O / 0.25 h 4: NaCNBH3, 1 M HCl, 3-Angstroem molecular sieves / methanol / 112 h / Ambient temperature 5: 86 percent / trifluoroacetic acid / 1 h / Ambient temperature 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: 80 percent / TsOH*H2O / 1.) r.t., 24 h, 2.) 50 deg C, 7 h 3: 100 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: 100 percent / KOH / methanol / 3 h / Ambient temperature 8: 84 percent / propan-2-ol / 1.) 70 deg C, 9 h, 2.) r.t., 16 h 9: 86 percent / trifluoroacetic acid / 1 h / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: 80 percent / TsOH*H2O / 1.) r.t., 24 h, 2.) 50 deg C, 7 h 2: 100 percent / 1 M aq. NaOH / ethanol / 18 h / Ambient temperature 3: (COCl)2, DMF / toluene / 1 h 4: CBrCl3, 2-mercaptopyridine N-oxide sodium salt, 4-(dimethylamino)pyridine / 1 h / 80 °C / Irradiation 5: aq. AcOH, conc. HCl / 3 h / Ambient temperature 6: 100 percent / KOH / methanol / 3 h / Ambient temperature 7: 84 percent / propan-2-ol / 1.) 70 deg C, 9 h, 2.) r.t., 16 h 8: 86 percent / trifluoroacetic acid / 1 h / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: 100 percent / KOH / methanol / 3 h / Ambient temperature 2: 84 percent / propan-2-ol / 1.) 70 deg C, 9 h, 2.) r.t., 16 h 3: 86 percent / trifluoroacetic acid / 1 h / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: aq. AcOH, conc. HCl / 3 h / Ambient temperature 2: 100 percent / KOH / methanol / 3 h / Ambient temperature 3: 84 percent / propan-2-ol / 1.) 70 deg C, 9 h, 2.) r.t., 16 h 4: 86 percent / trifluoroacetic acid / 1 h / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: NaCNBH3, 1 M HCl, 3-Angstroem molecular sieves / methanol / 112 h / Ambient temperature 2: 86 percent / trifluoroacetic acid / 1 h / Ambient temperature 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: 100 percent / KOH / methanol / 3 h / Ambient temperature 4: 84 percent / propan-2-ol / 1.) 70 deg C, 9 h, 2.) r.t., 16 h 5: 86 percent / trifluoroacetic acid / 1 h / Ambient temperature 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: 100 percent / KOH / methanol / 3 h / Ambient temperature 5: 84 percent / propan-2-ol / 1.) 70 deg C, 9 h, 2.) r.t., 16 h 6: 86 percent / trifluoroacetic acid / 1 h / Ambient temperature View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664