N-(叔丁氧基羰基)甘氨酸-N′-甲氧基-N′-甲酰胺合成路线 (共 22 条)
反应条件
1: N-(tert-butoxycarbonyl)glycine N'-methoxy-N'-methylamide With diisobutylaluminium hydride in n-heptane; dichloromethane T=-78°C; 2: (1-Diazo-2-oxo-propyl)-phosphonic acid dimethyl ester With potassium carbonate in methanol; n-heptane; dichloromethane T=20°C; Further stages.;
参考文献
Dickson, Hamilton D.; Smith, Stephon C.; Hinkle, Kevin W.
Tetrahedron Letters, 2004 , vol. 45, # 29 p. 5597 - 5599
反应条件
1.1: 85 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 0.33 h 2.1: n-BuLi / tetrahydrofuran / 0.5 h / -60 °C 2.2: 77 percent / tetrahydrofuran / 4 h / -60 - 25 °C View Scheme
参考文献
Grison, Claude; Geneve, Stephane; Halbin, Etienne; Coutrot, Philippe
Tetrahedron, 2001 , vol. 57, # 23 p. 4903 - 4923
反应条件
1: chloro-(2-methylpropyl)magnesium; methyl 6-iodo-3-pyridinecarboxylate in tetrahydrofuran T=-40 - 0°C; 1 h; 2: N-(tert-butoxycarbonyl)glycine N'-methoxy-N'-methylamide in tetrahydrofuran T=-40 - 20°C; 4 h; 3: With water; ammonium chloride
参考文献
BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.
Patent: WO2005/56562 A1, 2005 ;
Location in patent: Page/Page column 60-61 ;
WO 2005/056562 A1
反应条件
lithium aluminium tetrahydride T=0°C; 0.25 h;
参考文献
Falkiewicz; Wisniowski; Kolodziejczyk; Wisniewski
Nucleosides, Nucleotides and Nucleic Acids, 2001 , vol. 20, # 4-7 p. 1393 - 1397
反应条件
1: 3-bromo-1-iodobenzene With tert.-butyl lithium in diethyl ether; pentane T=-78°C; 0.5 h; 2: N-(tert-butoxycarbonyl)glycine N'-methoxy-N'-methylamide in tetrahydrofuran; diethyl ether; pentane T=-78 - 0°C; 2 h; 3: With water; ammonium chloride in tetrahydrofuran; diethyl ether; pentane T=0°C;
参考文献
MERCK and CO., INC.
Patent: WO2007/136571 A1, 2007 ;
Location in patent: Page/Page column 45-46 ;
WO 2007/136571 A1
反应条件
1: 3-bromo-1-iodobenzene With tert.-butyl lithium in diethyl ether; pentane T=-78°C; 0.5 h; 2: N-(tert-butoxycarbonyl)glycine N'-methoxy-N'-methylamide in tetrahydrofuran; diethyl ether; pentane T=-78°C; 2 h;
参考文献
MERCK and CO., INC.
Patent: WO2003/87037 A1, 2003 ;
Location in patent: Page/Page column 69-70 ;
WO 03/087037 A1
反应条件
1.1: formic acid / 1.5 h / 80 °C 1.2: 16 h / Heating 2.1: 70 percent / Et3N; POCl3 / tetrahydrofuran / 4 h / 0 - 20 °C View Scheme
参考文献
Coffin, Aaron R.; Roussell, Michael A.; Tserlin, Elina; Pelkey, Erin T.
Journal of Organic Chemistry, 2006 , vol. 71, # 17 p. 6678 - 6681
反应条件
in tetrahydrofuran T=-15 - 20°C;
参考文献
Liu, Jinchu; Ikemoto, Norihiro; Petrillo, Daniel; Armstrong III, Joseph D.
Tetrahedron Letters, 2002 , vol. 43, # 46 p. 8223 - 8226
反应条件
in tetrahydrofuran; diethyl ether 0.25 h;
参考文献
Nagafuji, Pamela; Cushman, Mark
Journal of Organic Chemistry, 1996 , vol. 61, # 15 p. 4999 - 5003
反应条件
isopropylmagnesium chloride in tetrahydrofuran
T=-15 - 20°C;
参考文献
Liu, Jinchu; Ikemoto, Norihiro; Petrillo, Daniel; Armstrong III, Joseph D.
Tetrahedron Letters, 2002 , vol. 43, # 46 p. 8223 - 8226