(3R,4S)-3-羟基-4-苯基-2-氮杂环丁酮合成路线 (共 32 条)
反应条件
1: 1. diisopropylamine, n-butyllithium / 1. THF, 2 h; 2. THF a.) -78 deg C, 4 h, b.) r.t. 2: 81 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.42 h / Ambient temperature View Scheme
参考文献
Tetrahedron, , vol. 48, # 34 p. 6985 - 7012
反应条件
1: 100 percent / imidazole / dimethylformamide / 12 h / 20 °C 2: 99 percent / MeMgBr / tetrahydrofuran / -78 - -10 °C 3: 90 percent / CAN; H2O / acetonitrile / 0 °C 4: 90 percent / TBAF / tetrahydrofuran / 0.25 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 63, # 35 p. 8514 - 8520
反应条件
1: 99 percent / MeMgBr / tetrahydrofuran / -78 - -10 °C 2: 90 percent / CAN; H2O / acetonitrile / 0 °C 3: 90 percent / TBAF / tetrahydrofuran / 0.25 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 63, # 35 p. 8514 - 8520
反应条件
1: 90 percent / CAN; H2O / acetonitrile / 0 °C 2: 90 percent / TBAF / tetrahydrofuran / 0.25 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 63, # 35 p. 8514 - 8520
反应条件
1: 100 percent / imidazole / dimethylformamide / 12 h / 20 °C 2: 99 percent / MeMgBr / tetrahydrofuran / -78 - -10 °C 3: 90 percent / CAN; H2O / acetonitrile / 0 °C 4: 90 percent / TBAF / tetrahydrofuran / 0.25 h / 0 °C View Scheme
参考文献
Tetrahedron, , vol. 63, # 35 p. 8514 - 8520
反应条件
1: 87 percent / Ce(NH4)2(NO3)4 / acetonitrile; H2O 2: 65 percent / KOH / H2O View Scheme
参考文献
Tetrahedron Letters, , vol. 39, # 21 p. 3559 - 3562
反应条件
1: OsO4, (DHQ)PHAL, K3Fe(CN)6, CH3SO2NH2, K2CO3 / H2O; 2-methyl-propan-2-ol / 24 h / 0 °C 2: 1.) trimethyl orthoacetate, p-TsOH / 1.) CH2Cl2, CH3CN, RT, 1 h, 2.) CH3CN, -15 deg C, 3 h 3: 94 percent / TBAF / tetrahydrofuran / 3 h / Ambient temperature 4: 80 percent / (NH4)2Ce(NO3)6 / H2O; acetonitrile / 1 h / 0 °C 5: 82 percent / methanolic NaHCO3, Na2CO3 / Ambient temperature View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 9, # 6 p. 983 - 992
反应条件
1: 94 percent / TBAF / tetrahydrofuran / 3 h / Ambient temperature 2: 80 percent / (NH4)2Ce(NO3)6 / H2O; acetonitrile / 1 h / 0 °C 3: 82 percent / methanolic NaHCO3, Na2CO3 / Ambient temperature View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 9, # 6 p. 983 - 992
反应条件
1: 1.) trimethyl orthoacetate, p-TsOH / 1.) CH2Cl2, CH3CN, RT, 1 h, 2.) CH3CN, -15 deg C, 3 h 2: 94 percent / TBAF / tetrahydrofuran / 3 h / Ambient temperature 3: 80 percent / (NH4)2Ce(NO3)6 / H2O; acetonitrile / 1 h / 0 °C 4: 82 percent / methanolic NaHCO3, Na2CO3 / Ambient temperature View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 9, # 6 p. 983 - 992
参考文献
Ojima, Iwao; Habus, Ivan; Zhao, Mangzhu; Zucco, Martine; Park, Young Hoon; Sun, Chung Ming; Brigaud, Thierry
Tetrahedron, 1992 , vol. 48, # 34 p. 6985 - 7012