(3S,4S)-3-[(R)-1-(叔丁基二甲基硅氧基)乙基]-4-[(R)-1-羰乙基]-2-氮杂环丁酮合成路线 （共 103 条）
反应条件
1: sodium methoxide / methanol / 40 h / -5 °C 2: imidazole / dimethylformamide / Ambient temperature 3: 1.) lithium diisopropylamide, HMPA / 1.) THF, hexane, -78 deg C, 40 min, 2.) THF, hexane, -78 deg C, 1.5 h 4: 1.) lithium diisopropylamide, HMPA, 2.) acetic acid / 1.) THF, hexane, -78 deg C, 0.5 h, 2.) THF, hexane, -78 deg C, 5 min 5: 83 percent / NaOH / methanol; H2O / 1.) RT, 0.5 h, 2.) 50 deg C, 1 h View Scheme
参考文献
Heterocycles, , vol. 21, # 1 p. 29 - 40
反应条件
1: imidazole / dimethylformamide / Ambient temperature 2: 1.) lithium diisopropylamide, HMPA / 1.) THF, hexane, -78 deg C, 40 min, 2.) THF, hexane, -78 deg C, 1.5 h 3: 1.) lithium diisopropylamide, HMPA, 2.) acetic acid / 1.) THF, hexane, -78 deg C, 0.5 h, 2.) THF, hexane, -78 deg C, 5 min 4: 83 percent / NaOH / methanol; H2O / 1.) RT, 0.5 h, 2.) 50 deg C, 1 h View Scheme
参考文献
Heterocycles, , vol. 21, # 1 p. 29 - 40
反应条件
1: 95 percent / NaI, Et3N / dimethylformamide / 3 h / 60 °C 2: 1.) CH3O(1-) View Scheme
参考文献
Tetrahedron Letters, , vol. 35, # 15 p. 2275 - 2278
反应条件
2: 81 percent / Li, / tetrahydrofuran; 2-methyl-propan-2-ol; various solvent(s) / -40 °C 3: CrO3, / pyridine / 25 °C View Scheme
参考文献
Chemistry Letters, , p. 445 - 448
反应条件
1: 70 percent / HI / 10percent Pd / 16 h / 65 °C / 14710.2 Torr 2: 1.) L-Selectride, 2.) imidazole / 1.) sec-butanol/THF, -78 deg C, 2.) DMF 3: 1.) KOH, 2.) Na/NH3 / 1.) aq.MeOH View Scheme
参考文献
Tetrahedron Letters, , vol. 27, # 19 p. 2149 - 2152
反应条件
1: 1.) KOH, H2O, 2.) (PyS)2-Ph3P / 1.) THF, 2.) CH3CN 2: 70 percent / HI / 10percent Pd / 16 h / 65 °C / 14710.2 Torr 3: 1.) L-Selectride, 2.) imidazole / 1.) sec-butanol/THF, -78 deg C, 2.) DMF 4: 1.) KOH, 2.) Na/NH3 / 1.) aq.MeOH View Scheme
参考文献
Tetrahedron Letters, , vol. 27, # 19 p. 2149 - 2152
反应条件
1: 93 percent / imidazole / dimethylformamide / 40 °C 2: 91 percent / 1N HCl / methanol / 0 °C 3: hexamethyldisilazane / pyridine 4: trimethylsilyl triflate, Et3N / CH2Cl2 / 24 h / 40 °C 5: 1N HCl / methanol / 0.17 h / 0 °C 6: 92 percent / pyridinium dichromate / dimethylformamide / Ambient temperature View Scheme
参考文献
Tetrahedron Letters, , vol. 30, # 1 p. 113 - 116
反应条件
1: 91 percent / 1N HCl / methanol / 0 °C 2: hexamethyldisilazane / pyridine 3: trimethylsilyl triflate, Et3N / CH2Cl2 / 24 h / 40 °C 4: 1N HCl / methanol / 0.17 h / 0 °C 5: 92 percent / pyridinium dichromate / dimethylformamide / Ambient temperature View Scheme
参考文献
Tetrahedron Letters, , vol. 30, # 1 p. 113 - 116
反应条件
1: hexamethyldisilazane / pyridine 2: trimethylsilyl triflate, Et3N / CH2Cl2 / 24 h / 40 °C 3: 1N HCl / methanol / 0.17 h / 0 °C 4: 92 percent / pyridinium dichromate / dimethylformamide / Ambient temperature View Scheme
参考文献
Tetrahedron Letters, , vol. 30, # 1 p. 113 - 116
反应条件
1: BF3*Et2O / CH2Cl2 2: LDA / 0.08 h / -78 °C 3: 1) TFAA, DMSO 2) K-selectride / 1) 16h, 0 deg C; 2) Et2O, 0.5h 4: 1) imidazole 2) Jones reagent / 1) DMF View Scheme
参考文献
Tetrahedron Letters, , vol. 31, # 2 p. 271 - 274
