5-溴-2-甲氧基苯甲醛合成路线 (共 49 条)
反应条件
(i) HC(OEt)3, H3PO4, (ii) /BRN= 605351/, ZnCl2, AcOEt, (iii) aq. NaOAc, AcOH; Multistep reaction;
参考文献
Billman; Tonnis
Journal of pharmaceutical sciences, 1971 , vol. 60, # 8 p. 1188 - 1192
反应条件
formic acid; hydroxylamine hydrochloride; sodium acetate 15 h; Reflux;
参考文献
Raynham, Tony Michael; Hammonds, Timothy Robin; Gilliatt, Julia Helen; Charles, Mark David; Pave, Gregoire Alexandre; Foxton, Caroline Heather; Carr, James Lindsay; Mistry, Neela Sumit
Patent: US2009/247519 A1, 2009 ;
Location in patent: Page/Page column 143 ;
反应条件
1: 86 percent / MCPBA / CH2Cl2 / 48 h / Ambient temperature 2: 83 percent / imidazole / tetrahydrofuran / Ambient temperature 3: 1.) n-BuLi, 9-MeO-9-BBN / 2.) PdCl2(dppf) / 1.) THF, hexane, -78 deg C to r.t., 2.) reflux, 15 h 4: 74 percent / H2 / 5percent Pd/C, ethylenediamine / methanol / 0.42 h / 760 Torr 5: 95 percent / 70percent aq. TBAF / ethyl acetate / 0.5 h View Scheme
参考文献
Fuerstner, Alois; Nikolakis, Katharina
Liebigs Annales, 1996 , # 12 p. 2107 - 2113
反应条件
1: tetrahydrofuran 2: manganese(IV) oxide / dichloromethane View Scheme
参考文献
Zhou, Wangda; Viswanathan, Kishore; Hill, Dennis; Anderson, Amy C.; Wright, Dennis L.
Drug Metabolism and Disposition, 2012 , vol. 40, # 10 p. 2002 - 2008,7
反应条件
1: 86 percent / MCPBA / CH2Cl2 / 48 h / Ambient temperature 2: 83 percent / imidazole / tetrahydrofuran / Ambient temperature View Scheme
参考文献
Fuerstner, Alois; Nikolakis, Katharina
Liebigs Annales, 1996 , # 12 p. 2107 - 2113
反应条件
1H-imidazole; sulfuric acid; dihydrogen peroxide 1.) MeOH, 2.) DMF; Yield givenMultistep reaction;
参考文献
Miller, Thomas A.; Bulman, Amanda L.; Thompson, Charles D.; Macdonald, Timothy L.
Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 3 p. 407 - 412
参考文献
Zhou, Wangda; Viswanathan, Kishore; Hill, Dennis; Anderson, Amy C.; Wright, Dennis L.
Drug Metabolism and Disposition, 2012 , vol. 40, # 10 p. 2002 - 2008,7
反应条件
hydrogenchloride; sodium cyanoborohydride in methanol 48 h; Ambient temperature;
参考文献
Kennedy, Michael G.; Moody, Christopher J.; Rees, Charles W.; Thomas, Robert
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , # 10 p. 2499 - 2504
反应条件
1.1: 3-chloroperoxybenzoic acid / CH2Cl2 / 72 h / 0 - 20 °C 1.2: 92 percent / 2 M NaOH / diethyl ether 2.1: 99 percent / K2CO3 / dimethylformamide / 10 h / 65 °C View Scheme
参考文献
Hulme, Christopher; Poli, Gregory B.; Huang, Fu-Chih; Souness, John E.; Djuric, Stevan W.
Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 2 p. 175 - 178
反应条件
ammonium acetate Henry reaction; 4 h; Heating;
参考文献
Rangisetty; Dukat; Dowd; Herrick-Davis; DuPre; Gadepalli; Teitler; Kelley; Sharif; Glennon
Journal of Medicinal Chemistry, 2001 , vol. 44, # 20 p. 3283 - 3291