N-苄氧羰基-L-苯丙氨酸合成路线 （共 122 条）
反应条件
1: N-benzyloxycarbonyl-L-phenylalanine With 4-methyl-morpholine; isobutyl chloroformate in tetrahydrofuran
T=-25°C; 1 h;
2: diazomethane in tetrahydrofuran
T=-25 - 23°C;
3: With hydrogenchloride; acetic acid in tetrahydrofuran
T=0°C; Further stages.;
参考文献
Debaene, Francois; Da Silva, Julien A.; Pianowski, Zbigniew; Duran, Fernando J.; Winssinger, Nicolas
Tetrahedron, 2007 , vol. 63, # 28 p. 6577 - 6586
反应条件
1: (i) H2, Pd, AcOH, (ii) /BRN= 2222826/, Et3N
2: aq. NaOH / dioxane
View Scheme
参考文献
Kanosue, Yoshifumi; Kojima, Satoshi; Hiraga, Yoshikazu; Ohkata, Katsuo
Bulletin of the Chemical Society of Japan, 2004 , vol. 77, # 6 p. 1187 - 1193
反应条件
1: Et3N / 13 °C / 1.) -10 deg C, 20 min, 2.) RT, 30 min
2: diethyl ether / 0.17 h / Ambient temperature
3: 63 percent / silver benzoate, Et3N / 0.5 h / Ambient temperature
4: 93 percent / H2 / 20percent Pd(OH)2/C / methanol / 7 h / 760 Torr / Ambient temperature
View Scheme
参考文献
Yoakim, Christiane; Ogilvie, William W.; Cameron, Dale R.; Chabot, Catherine; Guse, Ingrid; Hache, Bruno; Naud, Julie; O'Meara, Jeff A.; Plante, Raymond; Deziel, Robert
Journal of Medicinal Chemistry, 1998 , vol. 41, # 15 p. 2882 - 2891
反应条件
1: 1.) carbonyldiimidazole
2: NaBH4 / ethanol / 1 h / -15 - -10 °C
3: 89 percent / TsOH*H2O / 5 h / 60 °C
4: 92 percent / 1 M aq. NaOH / ethanol / 18 h / Ambient temperature
5: (COCl)2, DMF / toluene / 1 h
6: CBrCl3, 2-mercaptopyridine N-oxide sodium salt, 4-(dimethylamino)pyridine / 1 h / 80 °C / Irradiation
7: aq. AcOH, conc. HCl / 3 h / Ambient temperature
8: 92 percent / KOH / methanol / 3 h / Ambient temperature
9: 86 percent / propan-2-ol / 6 h / 80 °C
10: 100 percent / H2 / 10percent Pd/C / ethanol / 24 h
11: 48 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide, N-ethylmorpholine / tetrahydrofuran / 64 h / Ambient temperature
View Scheme
参考文献
Parkes, Kevin E. B.; Bushnell, David J.; Crackett, Peter H.; Dunsdon, Stephen J.; Freeman, Andrew C.; et al.
Journal of Organic Chemistry, 1994 , vol. 59, # 13 p. 3656 - 3664
反应条件
1: 71 percent / Et3N; EDAC; HOBt / dimethylformamide / 20 °C
2: TFA; (CF3CO2)2IPh / CH2Cl2 / 1.5 h / 0 °C
3: H2 / Pd/C / ethyl acetate / 12 h / 750.06 Torr
4: 100 percent / aq. HCl; H2 / Pd/C / ethanol / 33 h / 25 °C / 2250.18 Torr / pH 3
5: Et3N / CH2Cl2 / 20 °C
View Scheme
参考文献
Birch, Alan M.; Kenny, Peter W.; Oikonomakos, Nikos G.; Otterbein, Ludovic; Schofield, Paul; Whittamore, Paul R.O.; Whalley, Dave P.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 2 p. 394 - 399
反应条件
CLEA-Alcalase in tert-butyl methyl ether
T=50°C; 16 h; Molecular sieve;
参考文献
Nuijens, Timo; Cusan, Claudia; Kruijtzer, John A. W.; Rijkers, Dirk T. S.; Liskamp, Rob M. J.; Quaedflieg, Peter J. L. M.
Synthesis, 2009 , # 5 p. 809 - 814
反应条件
triethylamine in ethyl acetate
参考文献
Fujisawa Pharmaceutical Co., Ltd.
Patent: US3976635 A1, 1976 ;
反应条件
4-(N,N-dimethlyamino)pyridine in neat (no solvent)
1.5 h; Milling;
参考文献
Konnert, Laure; Lamaty, Frederic; Martinez, Jean; Colacino, Evelina
Journal of Organic Chemistry, 2014 , vol. 79, # 9 p. 4008 - 4017
反应条件
4-(N,N-dimethlyamino)pyridine in tetrahydrofuran
0.5 h;
参考文献
Takeda; Akiyama; Nakamura; Takizawa; Mizuno; Takayanagi; Harigaya
Synthesis, 1994 , # 10 p. 1063 - 1066
反应条件
1: nitromethane / 0.08 h / Ambient temperature
2: nitromethane; tetrahydrofuran / 3 h / Ambient temperature
View Scheme
参考文献
Saha, Ashis K.; Schultz, Peter; Rapoport, Henry
Journal of the American Chemical Society, 1989 , vol. 111, # 13 p. 4856 - 4859
