(2E,4s)-4-[[(1,1-二甲基乙氧基)羰基]氨基]-2-戊烯酸合成路线 (共 8 条)
反应条件
1: dimethyl methoxycarbonylmethanephosphonate With lithium hexamethyldisilazane in tetrahydrofuran T=-78°C; Horner-Wadsworth-Emmons olefination; 0.166667 h; 2: N-Boc-L-alaninal in tetrahydrofuran T=-78 - 20°C; Horner-Wadsworth-Emmons olefination;
参考文献
Conroy, Trent; Guo, Jin T.; Hunt, Nicholas H.; Payne, Richard J.
Organic Letters, 2010 , vol. 12, # 23 p. 5576 - 5579
反应条件
sodium hydroxide in methanol T=20°C; Hydrolysis; 18 h;
参考文献
Yang, Hua; Jurkauskas, Valdas; Mackintosh, Nicole; Mogren, Tobias; Stephenson, Corey R. J.; Foster, Katherine; Brown, William; Roberts, Edward
Canadian Journal of Chemistry, 2000 , vol. 78, # 6 p. 800 - 808
反应条件
1: DCC / CH2Cl2 2: LiAlH4 / tetrahydrofuran 3: CH2Cl2 4: LiOH / methanol; H2O View Scheme
参考文献
Conroy, Trent; Guo, Jin T.; Linington, Roger G.; Hunt, Nicholas H.; Payne, Richard J.
Chemistry - A European Journal, 2011 , vol. 17, # 48 p. 13544 - 13552
反应条件
1: diethyl carboxymethylphosphonate With n-butyllithium in tetrahydrofuran T=-60°C; 0.5 h; 2: N-Boc-L-alaninal in tetrahydrofuran T=-60 - 25°C; Horner olefination; 4 h;
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: CH2Cl2 2: LiOH / methanol; H2O View Scheme
参考文献
Shankar, S. Shiva; Benke, Sushil N.; Nagendra, Narem; Srivastava, Prabhakar Lal; Thulasiram, Hirekodathakallu V.; Gopi, Hosahudya N.
Journal of Medicinal Chemistry, 2013 , vol. 56, # 21 p. 8468 - 8474
反应条件
lithium hexamethyldisilazane in tetrahydrofuran T=-78 - 20°C; Horner-Wadsworth-Emmons olefination; 3 h;
参考文献
Conroy, Trent; Guo, Jin T.; Linington, Roger G.; Hunt, Nicholas H.; Payne, Richard J.
Chemistry - A European Journal, 2011 , vol. 17, # 48 p. 13544 - 13552
反应条件
1: LiAlH4 / tetrahydrofuran 2: CH2Cl2 3: LiOH / methanol; H2O View Scheme
参考文献
Hagihara, Masahiko; Anthony, Neville J.; Stout, Thomas J.; Clardy, Jon; Schreiber, Stuart L.
Journal of the American Chemical Society, 1992 , vol. 114, # l6 p. 6568 - 6570
反应条件
1.1: DIBAL-H / toluene; methanol / 0.5 h / -78 °C 1.2: 72 percent / toluene / 12 h / -78 °C 2.1: 61 percent / 10 percent aq. NaOH / methanol / 18 h / 20 °C View Scheme
参考文献
Yang, Hua; Jurkauskas, Valdas; Mackintosh, Nicole; Mogren, Tobias; Stephenson, Corey R. J.; Foster, Katherine; Brown, William; Roberts, Edward
Canadian Journal of Chemistry, 2000 , vol. 78, # 6 p. 800 - 808