(R)-N,N’-双对甲氧苄基-3-异丙基哌嗪-2,5-二酮合成路线 (共 8 条)
反应条件
sodium hydride in N,N-dimethyl-formamide
参考文献
Chemical Communications, , # 6 p. 659 - 660
反应条件
in tetrahydrofuran T=-78 - 20°C;
参考文献
Tetrahedron Asymmetry, , vol. 15, # 24 p. 3989 - 4001
反应条件
1.1: LHMDS / tetrahydrofuran / 1 h / -78 °C 1.2: N-fluorobenzenesulfonamide / tetrahydrofuran / 0.5 h / -78 °C 2.1: chlorotrimethylsilane / CH2Cl2 / 2 h / 20 °C 3.1: CH2Cl2 / 72 h / 20 °C 4.1: 67 percent / NaH / tetrahydrofuran / 2 h / 0 °C 5.1: SmI2 / tetrahydrofuran / 0.17 h / 20 °C 5.2: 98 percent / D2O / tetrahydrofuran / 1 h 6.1: 83 percent / aq. cerium ammonium nitrate / acetonitrile / 1 h / 20 °C 7.1: aq. HCl / 36 h / Heating View Scheme
参考文献
Davies, Stephen G.; Rodriguez-Solla, Humberto; Tamayo, Juan A.; Cowley, Andrew R.; Concellon, Carmen; Garner, A. Christopher; Parkes, Alastair L.; Smith, Andrew D.
Organic and Biomolecular Chemistry, 2005 , vol. 3, # 8 p. 1435 - 1447
反应条件
1: 92 percent / n-BuLi / 1.) -78 deg C, 2.) reflux, 1 h 2: 1.) CuCN, 2.) BF3*Et2O / 1.) Et2O, THF, -78 to -30 deg C, 2.) THF, Et2O, -78 deg C, 10 min; -78 deg C, 2 h 3: 92 percent / ceric ammonium nitrate, H2O / acetonitrile / 1 h / Ambient temperature 4: HCl, H2O / Heating View Scheme
参考文献
Bull, Steven D.; Davies, Stephen G.; Epstein, Simon W.; Ouzman, Jacqueline V. A.
Tetrahedron Asymmetry, 1998 , vol. 9, # 16 p. 2795 - 2798
反应条件
1.1: LHMDS / tetrahydrofuran / 1 h / -78 °C 1.2: N-fluorobenzenesulfonamide / tetrahydrofuran / 0.5 h / -78 °C 2.1: chlorotrimethylsilane / CH2Cl2 / 2 h / 20 °C 3.1: CH2Cl2 / 72 h / 20 °C 4.1: 67 percent / NaH / tetrahydrofuran / 2 h / 0 °C 5.1: SmI2 / tetrahydrofuran / 0.17 h / 20 °C 5.2: 98 percent / D2O / tetrahydrofuran / 1 h 6.1: 83 percent / aq. cerium ammonium nitrate / acetonitrile / 1 h / 20 °C 7.1: aq. HCl / 36 h / Heating 7.2: SOCl2 / 12 h / 20 °C View Scheme
参考文献
Davies, Stephen G.; Rodriguez-Solla, Humberto; Tamayo, Juan A.; Cowley, Andrew R.; Concellon, Carmen; Garner, A. Christopher; Parkes, Alastair L.; Smith, Andrew D.
Organic and Biomolecular Chemistry, 2005 , vol. 3, # 8 p. 1435 - 1447
反应条件
1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
1.2: 91 percent / tetrahydrofuran; hexane / 1 h / 70 °C
2.1: CuCN / tetrahydrofuran / -78 - -20 °C
2.2: 88 percent / BF3*OEt2 / tetrahydrofuran / -78 - 20 °C
3.1: 90 percent / aq. CAN / acetonitrile / 1 h / 20 °C
View Scheme
参考文献
Bull; Davies; Garner; O'Shea
Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 24 p. 3281 - 3287
反应条件
lithium hexamethyldisilazane in tetrahydrofuran
T=-78 - 20°C;
参考文献
Bull, Steven D.; Davies, Stephen G.; Epstein, Simon W.; Garner, A. Christopher; Mujtaba, Nadeam; Roberts, Paul M.; Savory, Edward D.; Smith, Andrew D.; Tamayo, Juan A.; Watkin, David J.
Tetrahedron, 2006 , vol. 62, # 33 p. 7911 - 7925
反应条件
lithium hexamethyldisilazane in tetrahydrofuran
T=-78 - 20°C;
参考文献
Bull, Steven D.; Davies, Stephen G.; Epstein, Simon W.; Garner, A. Christopher; Mujtaba, Nadeam; Roberts, Paul M.; Savory, Edward D.; Smith, Andrew D.; Tamayo, Juan A.; Watkin, David J.
Tetrahedron, 2006 , vol. 62, # 33 p. 7911 - 7925