1-[叔丁氧羰基]-L-脯氨酰-L-苯丙氨酸合成路线 (共 8 条)
反应条件
1: diisopropylethylamine, diethylphosphoryl cyanide / CH2Cl2 / 18 h 2: 100 percent / 1-hydroxybenzotriazole / methanol / 18 h 3: 72 percent / diisopropylethylamine / CH2Cl2 / 18 h 4: 100 percent / diisopropylethylamine / CH2Cl2 / 1.25 h 5: 78 percent / 4-(dimethylamino)pyridine, benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate / CH2Cl2 / 120 h 6: 100 percent / ammonium formate / 5percent Pd/C / dimethylformamide / 18 h View Scheme
参考文献
Thaisrivongs, Suvit; Blinn, James R.; Pals, Donald T.; Turner, Steve R.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 4 p. 1276 - 1282
反应条件
potassium hydroxide in methanol; water
T=0 - 20°C;
参考文献
Min, Geanna K.; Hernandez, Dacil; Lindhardt, Anders T.; Skrydstrup, Troels
Organic Letters, 2010 , vol. 12, # 21 p. 4716 - 4719
反应条件
1: With benzotriazol-1-ol; N'-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine in dichloromethane
T=0 - 20°C; 19 h;
2: With methanol; sodium hydroxide
T=20°C; 18 h;
参考文献
Tsandi, Evaggelia; Kokotos, Christoforos G.; Kousidou, Sofia; Ragoussis, Valentine; Kokotos, George
Tetrahedron, 2009 , vol. 65, # 7 p. 1444 - 1449
反应条件
1: Et3N / dimethylformamide / 0.02 h / -15 °C
2: 1 M aq. KOH, 15-crown-5 / 0.5 h / Ambient temperature
View Scheme
参考文献
Rokachinskaya, M. G.; Kabanov, V. M.; Zin'kovskii, V. G.; Mazurov, A. A.; Golovenko, N. Ya.; Andronati, S. A.
Pharmaceutical Chemistry Journal, 1992 , vol. 26, # 11/12 p. 803 - 807
Khimiko-Farmatsevticheskii Zhurnal, 1992 , vol. 26, # 11-12 p. 16 - 18
反应条件
1: 66 percent / DEPBT; TEA / dimethylformamide / 20 °C
2: NaOH
View Scheme
参考文献
Xie; Tian; Ye
Synthetic Communications, 2000 , vol. 30, # 23 p. 4233 - 4240
反应条件
1.1: isobutyl chloroformate; 4-methyl-morpholine / tetrahydrofuran / 0.17 h / -15 °C
1.2: -15 - 20 °C
2.1: potassium hydroxide / methanol / 4 h / 0 - 20 °C
View Scheme
参考文献
He, Ting; Li, Kun; Wu, Ming-Yu; Wu, Ming-Bo; Wang, Na; Pu, Lin; Yu, Xiao-Qi
Tetrahedron, 2013 , vol. 69, # 25 p. 5136 - 5143
反应条件
potassium hydroxide; 15-crown-5
0.5 h; Ambient temperature;
参考文献
Rokachinskaya, M. G.; Kabanov, V. M.; Zin'kovskii, V. G.; Mazurov, A. A.; Golovenko, N. Ya.; Andronati, S. A.
Pharmaceutical Chemistry Journal, 1992 , vol. 26, # 11/12 p. 803 - 807
Khimiko-Farmatsevticheskii Zhurnal, 1992 , vol. 26, # 11-12 p. 16 - 18
反应条件
Yield given. Multistep reaction;
参考文献
Mazurov, A. A.; Andronati, S. A.; Lobasyuk, B. A.; Kabanov, V. M.; Korotenko, T. I.
Pharmaceutical Chemistry Journal, 1988 , vol. 22, # 2 p. 106 - 110
Khimiko-Farmatsevticheskii Zhurnal, 1988 , vol. 22, # 2 p. 155 - 158