N-Boc-4-氨基甲基苯甲腈合成路线 (共 22 条)
反应条件
DMEG; triethylamine; trifluoroacetic acid in dichloromethane
T=4 - 50°C; 21 h; Inert atmosphere;
参考文献
Buckley, Dennis L.; Van Molle, Inge; Gareiss, Peter C.; Tae, Hyun Seop; Michel, Julien; Noblin, Devin J.; Jorgensen, William L.; Ciulli, Alessio; Crews, Craig M.
Journal of the American Chemical Society, 2012 , vol. 134, # 10 p. 4465 - 4468
反应条件
sodium hydroxide in tetrahydrofuran; methanol
参考文献
Lila, Christine; Gloanec, Philippe; Cadet, Laurence; Herve, Yolande; Fournier, Jean; Leborgne, Fabrice; Verbeuren, Tony J.; De Nanteuil, Guillaume
Synthetic Communications, 1998 , vol. 28, # 23 p. 4419 - 4429
反应条件
1: aq. NaN3 / tetrahydrofuran / 18 h / 20 °C
2: H2 / 5 percent Pd/C / tetrahydrofuran / 2 h / 20 °C / 2327.17 Torr
3: tetrahydrofuran / 2 h / 20 °C
View Scheme
参考文献
Rittle, Kenneth E.; Barrow, James C.; Cutrona, Kellie J.; Glass, Kristen L.; Krueger, Julie A.; Kuo, Lawrence C.; Lewis, S. Dale; Lucas, Bobby J.; McMasters, Daniel R.; Morrissette, Matthew M.; Nantermet, Philippe G.; Newton, Christina L.; Sanders, William M.; Yan, Youwei; Vacca, Joseph P.; Selnick, Harold G.
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 20 p. 3477 - 3482
反应条件
1: ethyl 2-[(4-cyanobenzyl)amino]-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-7-carboxylate With hydrogenchloride in 1,4-dioxane; water
Reflux;
2: di-tert-butyl dicarbonate With sodium hydrogencarbonate in 1,4-dioxane; water
T=20°C;
参考文献
Ilas, Janez; Kikelj, Danijel
Helvetica Chimica Acta, 2008 , vol. 91, # 4 p. 654 - 664
反应条件
1: H2 / 5 percent Pd/C / tetrahydrofuran / 2 h / 20 °C / 2327.17 Torr
2: tetrahydrofuran / 2 h / 20 °C
View Scheme
参考文献
Rittle, Kenneth E.; Barrow, James C.; Cutrona, Kellie J.; Glass, Kristen L.; Krueger, Julie A.; Kuo, Lawrence C.; Lewis, S. Dale; Lucas, Bobby J.; McMasters, Daniel R.; Morrissette, Matthew M.; Nantermet, Philippe G.; Newton, Christina L.; Sanders, William M.; Yan, Youwei; Vacca, Joseph P.; Selnick, Harold G.
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 20 p. 3477 - 3482
反应条件
[Mo(CO)3(acetonitrile)3] in methanol
T=130°C; SonicationMicrowave irradiationInert atmosphere; chemoselective reaction;
参考文献
Nielsen, Simon D.; Smith, Garrick; Begtrup, Mikael; Kristensen, Jesper L.
Chemistry - A European Journal, 2010 , vol. 16, # 15 p. 4557 - 4566
反应条件
1: 96 percent / NaH / tetrahydrofuran / 18 h / Ambient temperature
2: 93 percent / NaOH / tetrahydrofuran; methanol
View Scheme
参考文献
Lila, Christine; Gloanec, Philippe; Cadet, Laurence; Herve, Yolande; Fournier, Jean; Leborgne, Fabrice; Verbeuren, Tony J.; De Nanteuil, Guillaume
Synthetic Communications, 1998 , vol. 28, # 23 p. 4419 - 4429
反应条件
1: dimethylsulfoxide
2: aq. NaOH
View Scheme
参考文献
Elliot,J.D.; Jones,J.H.
Journal of the Chemical Society, Chemical Communications, 1977 , p. 758 - 759
反应条件
1.1: sodium hydroxide / 1,4-dioxane; water / 15 h / 4 - 20 °C / Inert atmosphere
1.2: pH 2 / Inert atmosphere
2.1: ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide; acetonitrile / 22 h / 4 - 20 °C / Inert atmosphere
3.1: DMEG; triethylamine; trifluoroacetic acid / dichloromethane / 21 h / 4 - 50 °C / Inert atmosphere
View Scheme
参考文献
Buckley, Dennis L.; Van Molle, Inge; Gareiss, Peter C.; Tae, Hyun Seop; Michel, Julien; Noblin, Devin J.; Jorgensen, William L.; Ciulli, Alessio; Crews, Craig M.
Journal of the American Chemical Society, 2012 , vol. 134, # 10 p. 4465 - 4468
反应条件
1: ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide; acetonitrile / 22 h / 4 - 20 °C / Inert atmosphere
2: DMEG; triethylamine; trifluoroacetic acid / dichloromethane / 21 h / 4 - 50 °C / Inert atmosphere
View Scheme
参考文献
Buckley, Dennis L.; Van Molle, Inge; Gareiss, Peter C.; Tae, Hyun Seop; Michel, Julien; Noblin, Devin J.; Jorgensen, William L.; Ciulli, Alessio; Crews, Craig M.
Journal of the American Chemical Society, 2012 , vol. 134, # 10 p. 4465 - 4468