(S)-1-Boc-哌啶-2-羧酸合成路线 （共 49 条）
反应条件
1: (S)-(-)-1-(tert-butoxycarbonyl)-2-piperidine carboxylic acid With 4-methyl-morpholine; isobutyl chloroformate in tetrahydrofuran T=-30°C; 1 h; 2: diazomethane in tetrahydrofuran; diethyl ether T=-30 - 20°C; 16 h; 3: methanol With silver benzoate T=20°C; 16 h; Cooling with ice;
参考文献
ENDO PHARMACEUTICALS INC.; GUPTA, Sandeep; PRIESTLEY, Tony; LAPING, Nicholas, James
Patent: WO2014/28675 A1, 2014 ;
Location in patent: Page/Page column 100-101 ;
反应条件
1.1: Et3N / tetrahydrofuran; diethyl ether / 1 h / 0 °C 2.1: diethyl ether / 3 h / 0 °C 2.2: AgOBz; Et3N / 3 h / 0 - 20 °C View Scheme
参考文献
Hanessian, Stephen; Chattopadhyay, Amit Kumar
Organic Letters, 2014 , vol. 16, # 1 p. 232 - 235
反应条件
1: 60 percent / DIBAL-H / -78 °C View Scheme
参考文献
Stehl, Astrid; Seitz, Gunther; Schulz, Karen
Tetrahedron, 2002 , vol. 58, # 7 p. 1343 - 1354
反应条件
1.1: Et3N / tetrahydrofuran; diethyl ether / 1 h / 0 °C 2.1: diethyl ether / 3 h / 0 °C 2.2: AgOBz; Et3N / 3 h / 0 - 20 °C 3.1: LiAlH4 / diethyl ether / 0.5 h / 0 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 9, # 17 p. 2621 - 2624
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 10, # 15 p. 1723 - 1727
参考文献
Lamb, Jeffrey P.; Engers, Darren W.; Niswender, Colleen M.; Rodriguez, Alice L.; Venable, Daryl F.; Conn, Jeffrey P.; Lindsley, Craig W.
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 9 p. 2711 - 2714
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
1: 97 percent / BH3*THF / tetrahydrofuran / 3 h / 20 °C
2: 98 percent / oxalyl chloride; DMSO; DIPEA / CH2Cl2 / -78 - 20 °C
3: 79 percent / n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
4: 94 percent / H2 / Pd/C / ethyl acetate / 24 h
View Scheme
参考文献
Wilkinson; Stehle; Beak
Organic letters, 2000 , vol. 2, # 2 p. 155 - 158
反应条件
1: 1.) Et3N, ethyl chloroformate, 2.) conc. NH4OH / 1.) THF, -10 deg C, 2.) THF, RT, 4 h
2: 100 percent / 4 N aq. HCl / dioxane / 0.75 h / Ambient temperature
View Scheme
参考文献
Johnson, Rodney L.; Rajakumar, G.; Mishra, Ram K.
Journal of Medicinal Chemistry, 1986 , vol. 29, # 10 p. 2100 - 2104
