(S)-2-甲酰基-1-哌啶甲酸叔丁酯合成路线 （共 23 条）
反应条件
1.1: 94 percent / DIBALH / CH2Cl2; hexane / 3 h / -78 °C 2.1: 86 percent / p-TsOH / toluene / 0.33 h 3.1: n-BuLi; TMEDA / tetrahydrofuran; hexane / -65 - -30 °C 3.2: 52 percent / tetrahydrofuran; hexane / 0.08 h / -78 °C 4.1: 87 percent / H2 / (S)-BINAP; RuCl2 / methanol / 11 h / 45 °C / 51716.2 Torr 5.1: 97 percent / BH3*THF / tetrahydrofuran / 3 h / 20 °C 6.1: 98 percent / oxalyl chloride; DMSO; DIPEA / CH2Cl2 / -78 - 20 °C View Scheme
参考文献
Organic letters, , vol. 2, # 2 p. 155 - 158
反应条件
1.1: s-BuLi; TMEDA / tetrahydrofuran; cyclohexane / 5 h / -78 °C 1.2: 80 percent / tetrahydrofuran; cyclohexane / 0.08 h / -78 °C 2.1: 87 percent / H2 / (S)-BINAP; RuCl2 / methanol / 11 h / 45 °C / 51716.2 Torr 3.1: 97 percent / BH3*THF / tetrahydrofuran / 3 h / 20 °C 4.1: 98 percent / oxalyl chloride; DMSO; DIPEA / CH2Cl2 / -78 - 20 °C View Scheme
参考文献
Organic letters, , vol. 2, # 2 p. 155 - 158
反应条件
1: 87 percent / H2 / (S)-BINAP; RuCl2 / methanol / 11 h / 45 °C / 51716.2 Torr 2: 97 percent / BH3*THF / tetrahydrofuran / 3 h / 20 °C 3: 98 percent / oxalyl chloride; DMSO; DIPEA / CH2Cl2 / -78 - 20 °C View Scheme
参考文献
Organic letters, , vol. 2, # 2 p. 155 - 158
反应条件
diisobutylaluminium hydride T=-78°C;
参考文献
Coelho, Fernando; Diaz, Gaspar; Abella, Carlos A. M.; Almeida, Wanda P.
Synlett, 2006 , # 3 p. 435 - 439
反应条件
1: 1-(tert-butoxy-carbonyl)piperidine With N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium in diethyl ether; hexane T=-78°C; 3 h; 2: With C12H26N2O in diethyl ether; hexane T=-78 - -40°C; 1.5 h; 3: N,N-dimethyl-formamide in diethyl ether; hexane T=-78 - 20°C; Resolution of racemate; optical yield given as percent ee;
参考文献
Chemical Communications, , # 35 p. 4174 - 4176
反应条件
1: 95 percent / 1 M aq.K2CO3 / tetrahydrofuran / Ambient temperature 2: kinetic resolution through transesterification using acylase I from Aspergillus sp. and vinyl butyrate 3: 1.) DMSO, (COCl)2, 2.) Et3N / 1.) CH2Cl2, -70 deg C, 90 min, 2.) CH2Cl2, from -70 deg C to RT View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 9, # 11 p. 1951 - 1965
反应条件
1: triethylamine / dichloromethane / 0 °C 2: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / -78 °C View Scheme
参考文献
Tetrahedron, , vol. 69, # 30 p. 6129 - 6143
反应条件
1.1: triethylamine / dichloromethane / 6 h / 0 °C 2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.25 h / -78 - -50 °C 2.2: 0.42 h / -50 - 20 °C View Scheme
参考文献
Tetrahedron, , vol. 69, # 51 p. 10876 - 10883
反应条件
1: kinetic resolution through transesterification using acylase I from Aspergillus sp. and vinyl butyrate 2: 1.) DMSO, (COCl)2, 2.) Et3N / 1.) CH2Cl2, -70 deg C, 90 min, 2.) CH2Cl2, from -70 deg C to RT View Scheme
参考文献
Tetrahedron Asymmetry, , vol. 9, # 11 p. 1951 - 1965
反应条件
Yield given. Multistep reaction;
参考文献
Angewandte Chemie, , vol. 107, # 9 p. 1099 - 1102
