(S)-3-Z-氨基-1-重氮基-3-苯基-2-丁酮合成路线 (共 16 条)
反应条件
1: N-benzyloxycarbonyl-L-phenylalanine With chloroformic acid ethyl ester; triethylamine in tetrahydrofuran; diethyl ether T=-25°C; 0.5 h; 2: diazomethane in tetrahydrofuran; diethyl ether T=-10 - 20°C; 3 h;
参考文献
Bures, Filip; Kulhanek, Jiri
Tetrahedron Asymmetry, 2005 , vol. 16, # 7 p. 1347 - 1354
反应条件
4-methyl-morpholine in tetrahydrofuran; di-isopropyl ether; ethyl acetate
参考文献
E. R. Squibb and Sons, Inc.
Patent: US4500518 A1, 1985 ;
US 4500518 A
反应条件
in diethyl ether; ethyl acetate T=2°C;
参考文献
Barrish, Joel C.; Gordon, Eric; Alam, Masud; Lin, Pin-Fang; Bisacchi, Gregory S.; et al.
Journal of Medicinal Chemistry, 1994 , vol. 37, # 12 p. 1758 - 1768
反应条件
1: Et3N / diethyl ether; tetrahydrofuran / 0.5 h / -25 °C 2: diethyl ether / 3 h / -10 °C View Scheme
参考文献
Yoakim, Christiane; Ogilvie, William W.; Cameron, Dale R.; Chabot, Catherine; Guse, Ingrid; Hache, Bruno; Naud, Julie; O'Meara, Jeff A.; Plante, Raymond; Deziel, Robert
Journal of Medicinal Chemistry, 1998 , vol. 41, # 15 p. 2882 - 2891
反应条件
potassium hydroxide in methanol; water T=20°C; 1.16667 h;
参考文献
Pinho, Vagner D.; Gutmann, Bernhard; Miranda, Leandro S. M.; De Souza, Rodrigo O. M. A.; Kappe, C. Oliver
Journal of Organic Chemistry, 2014 , vol. 79, # 4 p. 1555 - 1562
反应条件
potassium hydroxide in methanol; water T=20°C; 1.16667 h;
参考文献
Pinho, Vagner D.; Gutmann, Bernhard; Miranda, Leandro S. M.; De Souza, Rodrigo O. M. A.; Kappe, C. Oliver
Journal of Organic Chemistry, 2014 , vol. 79, # 4 p. 1555 - 1562
反应条件
potassium hydroxide in water T=20°C; 1.16667 h; Concentration;
参考文献
Pinho, Vagner D.; Gutmann, Bernhard; Miranda, Leandro S. M.; De Souza, Rodrigo O. M. A.; Kappe, C. Oliver
Journal of Organic Chemistry, 2014 , vol. 79, # 4 p. 1555 - 1562
反应条件
in diethyl ether T=-10°C; 3 h;
参考文献
Marek, Ales; Kulhanek, Jiri; Ludwig, Miroslav; Bures, Filip
Molecules, 2007 , vol. 12, # 5 p. 1183 - 1190
反应条件
triethylamine; isobutyl chloroformate 1.) diethyl ether, tetrahydrofuran, -20 deg C, 15 min 2.) diethyl ether, tetrahydrofuran, 1 h at -10 deg C then 12 h at 5 deg C; Yield given. Multistep reaction;
参考文献
Plucinska, Krystyna; Liberek, Bogdan
Tetrahedron, 1987 , vol. 43, # 15 p. 3509 - 3518
反应条件
in tetrahydrofuran; diethyl ether 3 h; Ambient temperature; Yield given;
参考文献
Podlech, Joachim; Seebach, Dieter
Liebigs Annalen, 1995 , # 7 p. 1217 - 1228