11-叠氮基-3,6,9-三氧代十一酸合成路线 (共 18 条)
反应条件
potassium hydroxide in N,N-dimethyl-formamide T=45°C; 24 h;
参考文献
Sang Won Jeong; O'Brien
Journal of Organic Chemistry, 2001 , vol. 66, # 14 p. 4799 - 4802
反应条件
chromium(VI) oxide; sulfuric acid in water; acetone T=0 - 20°C;
参考文献
Liao, Longyan; Liu, Jenny; Dreaden, Erik C.; Morton, Stephen W.; Shopsowitz, Kevin E.; Hammond, Paula T.; Johnson, Jeremiah A.
Journal of the American Chemical Society, 2014 , vol. 136, # 16 p. 5896 - 5899
反应条件
1: 8-azido-3,6-dioxa-1-octanol With sodium hydride in tetrahydrofuran T=0°C; 0.666667 h; 2: monobromoacetic acid in tetrahydrofuran T=20°C; 3 h;
参考文献
NOVO NORDISK A/S
Patent: WO2006/87354 A2, 2006 ;
Location in patent: Page/Page column 84 ;
反应条件
potassium hydroxide in tetrahydrofuran; water T=20°C; 6 h;
参考文献
Newkome, George R.; Kotta, Kishore K.; Mishra, Amaresh; Moorefield, Charles N.
Macromolecules, 2004 , vol. 37, # 22 p. 8262 - 8268
反应条件
trifluoroacetic acid in dichloromethane T=20°C; 0.5 h;
参考文献
Devigny, Christian; Perez-Balderas, Francisco; Hoogeland, Bastiaan; Cuboni, Serena; Wachtel, Rudolf; Mauch, Christoph P.; Webb, Katharine J.; Deussing, Jan M.; Hausch, Felix
Journal of the American Chemical Society, 2011 , vol. 133, # 23 p. 8927 - 8933
反应条件
1: 8-azido-3,6-dioxa-1-octanol With sodium hydride in N,N-dimethyl-formamide T=0°C; 0.5 h; 2: 2-iodoacetic acid sodium salt in N,N-dimethyl-formamide T=20°C; 32 h;
参考文献
Schneekloth, Ashley R.; Pucheault, Mathieu; Tae, Hyun Seop; Crews, Craig M.
Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 22 p. 5904 - 5908
反应条件
1: 85 percent / BF3*OEt2 / CH2Cl2 / 0 °C 2: 96 percent / NaN3 / dimethylformamide / 5 h / 100 °C 3: 90 percent / LiOH / methanol; H2O / Ambient temperature View Scheme
参考文献
Boumrah, Deradji; Campbell, Malcolm M.; Fenner, Simon; Kinsman, Richard G.
Tetrahedron Letters, 1991 , vol. 32, # 52 p. 7735 - 7738
反应条件
1: 70 percent / BF3*THF / CH2Cl2 / 12 h / 20 °C 2: 90 percent / Et3N / toluene / 3 h / 25 °C 3: 95 percent / NaN3 / dimethylformamide / 3 h / 60 °C 4: 96 percent / KOH / H2O; tetrahydrofuran / 6 h / 20 °C View Scheme
参考文献
Devigny, Christian; Perez-Balderas, Francisco; Hoogeland, Bastiaan; Cuboni, Serena; Wachtel, Rudolf; Mauch, Christoph P.; Webb, Katharine J.; Deussing, Jan M.; Hausch, Felix
Journal of the American Chemical Society, 2011 , vol. 133, # 23 p. 8927 - 8933
反应条件
1: 80 percent / BF3*Et2O / CH2Cl2 / 6 h / Ambient temperature 2: aq. KOH / ethanol / 6 h / Heating View Scheme
参考文献
Devigny, Christian; Perez-Balderas, Francisco; Hoogeland, Bastiaan; Cuboni, Serena; Wachtel, Rudolf; Mauch, Christoph P.; Webb, Katharine J.; Deussing, Jan M.; Hausch, Felix
Journal of the American Chemical Society, 2011 , vol. 133, # 23 p. 8927 - 8933
反应条件
in tetrahydrofuran; dichloromethane; water
参考文献
Novo Nordisk A/S
Patent: US2009/36353 A1, 2009 ;