(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: 100 percent / 1 M aq. NaOH / ethanol / 18 h / Ambient temperature 2: (COCl)2, DMF / toluene / 1 h 3: CBrCl3, 2-mercaptopyridine N-oxide sodium salt, 4-(dimethylamino)pyridine / 1 h / 80 °C / Irradiation 4: aq. AcOH, conc. HCl / 3 h / Ambient temperature 5: 100 percent / KOH / methanol / 3 h / Ambient temperature 6: 84 percent / propan-2-ol / 1.) 70 deg C, 9 h, 2.) r.t., 16 h 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: 69 percent / t-BuOK / dimethylformamide / 1 h / 20 °C 2: 80 percent / dimethylformamide / 8.5 h / 120 °C 3: 1.) 33percent MeNH2, 2.) 4 M HCl / 1.) EtOH, r.t., 1 h, 2.) EtOH, EtOAc, r.t., overnight View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: NaBH4 / tetrahydrofuran; H2O / 0.25 h / 0 °C 2: pyridine / 16 h / 20 °C 3: TsOH*H2O / ethanol / 1.) 20 deg C, 1 h, 2.) 4 deg C, overnight 4: 69 percent / t-BuOK / dimethylformamide / 1 h / 20 °C 5: 80 percent / dimethylformamide / 8.5 h / 120 °C 6: 1.) 33percent MeNH2, 2.) 4 M HCl / 1.) EtOH, r.t., 1 h, 2.) EtOH, EtOAc, r.t., overnight View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: pyridine / 16 h / 20 °C 2: TsOH*H2O / ethanol / 1.) 20 deg C, 1 h, 2.) 4 deg C, overnight 3: 69 percent / t-BuOK / dimethylformamide / 1 h / 20 °C 4: 80 percent / dimethylformamide / 8.5 h / 120 °C 5: 1.) 33percent MeNH2, 2.) 4 M HCl / 1.) EtOH, r.t., 1 h, 2.) EtOH, EtOAc, r.t., overnight View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: TsOH*H2O / ethanol / 1.) 20 deg C, 1 h, 2.) 4 deg C, overnight 2: 69 percent / t-BuOK / dimethylformamide / 1 h / 20 °C 3: 80 percent / dimethylformamide / 8.5 h / 120 °C 4: 1.) 33percent MeNH2, 2.) 4 M HCl / 1.) EtOH, r.t., 1 h, 2.) EtOH, EtOAc, r.t., overnight View Scheme
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: 13 percent / 1 M NaOH / ethanol / 0.25 h / Ambient temperature 2: 96 percent / acetonitrile / 20 h / Heating 3: NaBH4 / methanol / 1 h / -10 °C 4: HgCl2 / acetonitrile; H2O / 0.25 h 5: NaCNBH3, 1 M HCl, 3-Angstroem molecular sieves / methanol / 112 h / Ambient temperature 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
反应条件
1: (COCl)2 2: 2.) H3O(+) / 1.) 90 deg C 4: NaBH4 6: p-TsOH, EtOH 7: t-BuOK 8: dimethylformamide / 120 °C 9: 1.) MeNH2, 2.) HCl View Scheme
参考文献
Chimia, , vol. 50, # 11 p. 532 - 537
反应条件
hydrogenchloride; methylamine 1.) EtOH, r.t., 1 h, 2.) EtOH, EtOAc, r.t., overnight; Yield given. Multistep reaction;
参考文献
Journal of Organic Chemistry, , vol. 59, # 13 p. 3656 - 3664
反应条件
1: H2O 2: 76 percent / BuLi, TMSCl / tetrahydrofuran / -78 °C 3: 89 percent / Al(i-PrO)3 / propan-2-ol / 50 °C 4: 1.) aq. NaOH / 1.) toluene, 2.) EtOH, 60 deg C 5: 98 percent / aq. NaOH / ethanol / 80 °C View Scheme
参考文献
Chimia, , vol. 50, # 11 p. 532 - 537
反应条件
1: 76 percent / BuLi, TMSCl / tetrahydrofuran / -78 °C 2: 89 percent / Al(i-PrO)3 / propan-2-ol / 50 °C 3: 1.) aq. NaOH / 1.) toluene, 2.) EtOH, 60 deg C 4: 98 percent / aq. NaOH / ethanol / 80 °C View Scheme
参考文献
Chimia, , vol. 50, # 11 p. 532 - 537
