1-boc-哌啶-2-羧酸-S-甲酯合成路线 (共 11 条)
反应条件
diisobutylaluminium hydride in toluene T=-78°C; 0.666667 h; Inert atmosphere;
参考文献
Zhou, Gang; Liu, Xian; Liu, Xueying; Nie, Huifang; Zhang, Shengyong; Chen, Weiping
Advanced Synthesis and Catalysis, 2013 , vol. 355, # 18 p. 3575 - 3580
反应条件
caesium carbonate in N,N-dimethyl-formamide
T=25°C; 4 h; Inert atmosphereSchlenk technique;
参考文献
Zhou, Gang; Liu, Xian; Liu, Xueying; Nie, Huifang; Zhang, Shengyong; Chen, Weiping
Advanced Synthesis and Catalysis, 2013 , vol. 355, # 18 p. 3575 - 3580
反应条件
2,2''-bis[1-(dialkylphosphino)ethyl]1,1''-biferrocene; hydrogen; bis(norbornadiene)rhodium(I) hexafluorophosphate in 1,2-dichloro-ethane
T=50°C; Hydrogenation; P=735.508 Torr; 24 h;
参考文献
Kuwano, Ryoichi; Karube, Daisuke; Ito, Yoshihiko
Tetrahedron Letters, 1999 , vol. 40, # 51 p. 9045 - 9049
反应条件
1: 1-(tert-butoxy-carbonyl)piperidine With N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium in diethyl ether; cyclohexane
T=-78°C; 3 h; Inert atmosphere;
2: With C12H24N2O(2-)*2Li(1+) in diethyl ether; cyclohexane
T=-45°C; 3 h; Inert atmosphere;
3: methyl chloroformate in diethyl ether; cyclohexane
T=-78°C; 2 h; Inert atmosphere; optical yield given as percent eeenantioselective reaction;
参考文献
Beng, Timothy K.; Gawley, Robert E.
Journal of the American Chemical Society, 2010 , vol. 132, # 35 p. 12216 - 12217
反应条件
hydrogen; palladium on activated charcoal in ethanol
atmospheric pressure;
参考文献
Fanning, Kate N.; Sutherland, Andrew
Tetrahedron Letters, 2007 , vol. 48, # 48 p. 8479 - 8481
反应条件
1: 1-(tert-butoxy-carbonyl)piperidine With sec.-butyllithium; (+)-sparteine surrogate in hexanes; diethyl ether
T=-78 - -20°C; Inert atmosphere;
2: methyl chloroformate in hexanes; diethyl ether
T=-78 - 20°C; Inert atmosphere; optical yield given as percent ee;
参考文献
Stead, Darren; Carbone, Giorgio; O'Brien, Peter; Campos, Kevin R.; Coldham, Iain; Sanderson, Adam
Journal of the American Chemical Society, 2010 , vol. 132, # 21 p. 7260 - 7261
反应条件
1: 77 percent / Mn(OAc)2*4H2O; peracetic acid; NaOAc / acetic acid / 4 h / 22 °C
2: 79 percent / AcOH
3: H2 / 5percent Pd/C
View Scheme
参考文献
Rossen, Kai; Kolarovic, Andrej; Baskakov, Denys; Kiesel, Michael
Tetrahedron Letters, 2004 , vol. 45, # 15 p. 3023 - 3025
反应条件
1: N-Boc-2-(tributylstannyl)piperidine With n-butyllithium in tetrahydrofuran; hexanes
T=-78°C; Inert atmosphere;
2: methyl chloroformate in tetrahydrofuran; hexanes
T=-78 - 20°C; Inert atmosphere; optical yield given as percent ee;
参考文献
Stead, Darren; Carbone, Giorgio; O'Brien, Peter; Campos, Kevin R.; Coldham, Iain; Sanderson, Adam
Journal of the American Chemical Society, 2010 , vol. 132, # 21 p. 7260 - 7261
反应条件
hydrogen; 5percent Pd/C
参考文献
Rossen, Kai; Kolarovic, Andrej; Baskakov, Denys; Kiesel, Michael
Tetrahedron Letters, 2004 , vol. 45, # 15 p. 3023 - 3025
反应条件
1: 1-(tert-butoxy-carbonyl)piperidine With sec.-butyllithium; (+)-sparteine surrogate in hexanes; diethyl ether
T=-78°C; 6 h; Inert atmosphere;
2: dimethyl(phenyl)silyl chloride in hexanes; diethyl ether
T=-78 - 40°C; Inert atmosphere;
3: methyl chloroformate in hexanes; diethyl ether
T=-40 - 20°C; Inert atmosphere; optical yield given as percent ee;
参考文献
Stead, Darren; Carbone, Giorgio; O'Brien, Peter; Campos, Kevin R.; Coldham, Iain; Sanderson, Adam
Journal of the American Chemical Society, 2010 , vol. 132, # 21 p. 7260 - 7261