N-芴甲氧羰基-N'-叔丁氧羰基-L-赖氨酸合成路线 (共 31 条)
反应条件
imidazole-1-sulfonyl azide hydrochloride; potassium carbonate; copper(II) sulfate in methanol; water T=20°C; pH=8.5;
参考文献
Mulder, Gwenn E.; Kruijtzer, John A. W.; Liskamp, Rob M. J.
Chemical Communications (Cambridge, United Kingdom), 2012 , vol. 48, # 80 p. 10007 - 10009,3
Title/Abstract Full Text Show Details
Mulder, Gwenn E.; Kruijtzer, John A. W.; Liskamp, Rob M. J.
Chemical Communications, 2012 , vol. 48, # 80 p. 10007 - 10009
反应条件
1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere 2: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere View Scheme
参考文献
Altamore, Timothy M.; Fernandez-Garcia, Christian; Gordon, Andrew H.; Huebscher, Tina; Promsawan, Netnapa; Ryadnov, Maxim G.; Doig, Andrew J.; Woolfson, Derek N.; Gallagher, Timothy
Angewandte Chemie - International Edition, 2011 , vol. 50, # 47 p. 11167 - 11171
反应条件
1: 92 percent / 1H-benzotriazol-1-yl-N-oxytrispyrrolidinophosphonium PF6(1-); N-ethyldiisopropylamine / tetrahydrofuran; dimethylformamide; diethyl ether / 0.25 h / 0 °C 2: 75 percent / silver benzoate / dioxane; H2O / 70 °C View Scheme
参考文献
Kantharaju; Suresh Babu, Vommina V.
Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004 , vol. 43, # 10 p. 2152 - 2158
反应条件
1: N-(fluoren-9-ylmethoxycarbonyl)-L-Lys(Nε-Boc) With trifluoroacetic acid in dichloromethane T=20°C; 2 h; 2: carbonic acid 4-nitro-phenyl ester 2-trimethylsilanyl-ethyl ester With N-ethyl-N,N-diisopropylamine in N,N-dimethyl-formamide T=20°C; 16 h;
参考文献
Frolund, Sidsel; Bella, Angelo; Kristensen, Anders S.; Ziegler, Hanne L.; Witt, Matthias; Olsen, Christian A.; Stromgaard, Kristian; Franzyk, Henrik; Jaroszewski, Jerzy W.
Journal of Medicinal Chemistry, 2010 , vol. 53, # 20 p. 7441 - 7451
反应条件
1: CF3COOH / CH2Cl2 / 0.33 h / 20 °C 2: 95 percent / iPr2NEt / dimethylformamide / 2 h / 20 °C View Scheme
参考文献
Ha, Sha; Chang, Emmanuel; Lo, Mei-Chu; Men, Hongbin; Park, Peter; Ge, Min; Walker, Suzanne
Journal of the American Chemical Society, 1999 , vol. 121, # 37 p. 8415 - 8426
反应条件
1: Fmoc–Asp(OAll)–OH With N-ethyl-N,N-diisopropylamine in dichloromethane
3 h; 2-chlorotrityl chloride polystyrene resin;
2: With piperidine in 1-methyl-pyrrolidin-2-one
0.416667 h;
3: N-(9-fluorenylmethoxycarbonyl)glycine; N-(fluoren-9-ylmethoxycarbonyl)-L-Lys(Nε-Boc); FMOC-D-Phenylalanine; fmoc-L-Arg(Pbf)-OH Further stages;
参考文献
Munch, Henrik K.; Rasmussen, Jakob E.; Popa, Gina; Christensen, Jorn B.; Jensen, Knud J.
Chemical Communications, 2013 , vol. 49, # 19 p. 1936 - 1938
反应条件
1: Fmoc-Asp(OAll)-Pol
2: N-(9-fluorenylmethoxycarbonyl)glycine
3: N-(fluoren-9-ylmethoxycarbonyl)-L-Lys(Nε-Boc); FMOC-D-Phenylalanine; fmoc-L-Arg(Pbf)-OH Further stages;
参考文献
Waengler, Carmen; Maschauer, Simone; Prante, Olaf; Schaefer, Martin; Schirrmacher, Ralf; Bartenstein, Peter; Eisenhut, Michael; Waengler, Bjoern
ChemBioChem, 2010 , vol. 11, # 15 p. 2168 - 2181
反应条件
1.1: pyridine / tetrahydrofuran / 0.5 h / 0 °C
1.2: 2.67 h / 0 - 20 °C
2.1: piperidine / dichloromethane; acetonitrile / 24 h / 0 - 20 °C
3.1: benzotriazol-1-ol; diisopropyl-carbodiimide / dichloromethane / 0.17 h / Inert atmosphere
3.2: 1.17 h / 20 °C
4.1: dichloromethane / 0.5 h / 20 °C
5.1: N-ethyl-N,N-diisopropylamine / dichloromethane; acetonitrile / 1 h / 0 - 20 °C / Inert atmosphere
View Scheme
参考文献
Madsen, Andreas S.; Olsen, Christian A.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 11 p. 5582 - 5590
反应条件
1: C29H30NO7Pol With piperidine in N,N-dimethyl-formamide
0.333333 h; solid phase reaction;
2: N-(fluoren-9-ylmethoxycarbonyl)-L-Lys(Nε-Boc) With 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate in dichloromethane; N,N-dimethyl-formamide
2 h; solid phase reaction;
3: N-(9-fluorenylmethoxycarbonyl)glycine; N-Fmoc-L-leucine; Fmoc–Pro–OH; Fmoc-L-phenylalanine; fmoc-L-Ile-OH; fmoc-O-tert-butyl-L-tyrosine; fmoc-L-Arg(Pbf)-OH Further stages;
参考文献
Patkar, Kshitij A.; Murray, Thomas F.; Aldrich, Jane V.
Journal of Medicinal Chemistry, 2009 , vol. 52, # 21 p. 6814 - 6821
反应条件
dimethyl sulfoxide
T=120°C; 0.25 h; Microwave irradiation;
参考文献
Hoeck, Stefan; Marti, Roger; Riedl, Rainer; Simeunovic, Marina
Chimia, 2010 , vol. 64, # 3 p. 200 - 202