N-(叔-丁氧基羰基)-3-碘-L-丙氨酸甲酯合成路线 (共 45 条)
反应条件
in diethyl ether T=-10°C; 5 h;
参考文献
Bajgrowicz, J. A.; Hallaoui, A. El; Jacquier, R.; Pigiere, Ch.; Viallefont, Ph.
Tetrahedron Letters, 1984 , vol. 25, # 26 p. 2759 - 2762
反应条件
N,N,N',N,-tetramethylethylenediamine; PdCl2(Amphos)2; zinc in water T=20°C; Negishi coupling reaction; 16 h; Inert atmosphere;
参考文献
Ross, Andrew J.; Dreiocker, Frank; Schae Fer, Mathias; Oomens, Jos; Meijer, Anthony J.H.M.; Pickup, Barry T.; Jackson, Richard F.W.
Journal of Organic Chemistry, 2011 , vol. 76, # 6 p. 1727 - 1734
反应条件
copper(l) iodide 1.) Et2O, -60 deg C, 30 min; 2.) Et2O, -10 deg C, 5 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Bajgrowicz, J. A.; Hallaoui, A. El; Jacquier, R.; Pigiere, Ch.; Viallefont, Ph.
Tetrahedron, 1985 , vol. 41, # 10 p. 1833 - 1845
反应条件
1: N-[(1,1-dimethylethoxy)carbonyl]-3-iodo-L-alanine methyl ester With iodine; zinc in N,N-dimethyl-formamide T=20°C; Inert atmosphere; 2: para-amino-iodo-benzene With dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; tris-(dibenzylideneacetone)dipalladium(0) in N,N-dimethyl-formamide T=20°C; Negishi coupling; Inert atmosphere;
参考文献
Ross, Andrew J.; Lang, Hannah L.; Jackson, Richard F. W.
Journal of Organic Chemistry, 2010 , vol. 75, # 1 p. 245 - 248
反应条件
1: N-[(1,1-dimethylethoxy)carbonyl]-3-iodo-L-alanine methyl ester With iodine; zinc in N,N-dimethyl-formamide T=20°C; Inert atmosphere; 2: 2-bromo-naphthalene With dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; tris-(dibenzylideneacetone)dipalladium(0) in N,N-dimethyl-formamide T=50°C; Negishi coupling; 3 h; Inert atmosphere;
参考文献
Ross, Andrew J.; Lang, Hannah L.; Jackson, Richard F. W.
Journal of Organic Chemistry, 2010 , vol. 75, # 1 p. 245 - 248
反应条件
1: N-[(1,1-dimethylethoxy)carbonyl]-3-iodo-L-alanine methyl ester With iodine; zinc in N,N-dimethyl-formamide
T=20°C; Inert atmosphere;
2: 2-iodo aniline With dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; tris-(dibenzylideneacetone)dipalladium(0) in N,N-dimethyl-formamide
T=20°C; Inert atmosphere;
参考文献
Ross, Andrew J.; Lang, Hannah L.; Jackson, Richard F. W.
Journal of Organic Chemistry, 2010 , vol. 75, # 1 p. 245 - 248
反应条件
1: N-[(1,1-dimethylethoxy)carbonyl]-3-iodo-L-alanine methyl ester With iodine; zinc in N,N-dimethyl-formamide
T=20°C; 1 h;
2: 2,5-dibromo-pyridine With bis-triphenylphosphine-palladium(II) chloride
T=68°C; Negishi coupling; 2 h;
参考文献
Wang, Limin; Qu, Wenchao; Lieberman, Brian; Ploessl, Karl; Kung, Hank F.
Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 12 p. 3482 - 3485
反应条件
1: Li2Se2
2: TFA
View Scheme
参考文献
Silks, L. A. "Pete"
Phosphorus, Sulfur and Silicon and the Related Elements, 1998 , vol. 136, p. 611 - 616
反应条件
1: N-[(1,1-dimethylethoxy)carbonyl]-3-iodo-L-alanine methyl ester With iodine; zinc in N,N-dimethyl-formamide
T=20°C; Inert atmosphere;
2: 1-bromo-4-nitro-benzene With dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; tris-(dibenzylideneacetone)dipalladium(0) in N,N-dimethyl-formamide
T=50°C; Negishi coupling; 3 h; Inert atmosphere;
参考文献
Ross, Andrew J.; Lang, Hannah L.; Jackson, Richard F. W.
Journal of Organic Chemistry, 2010 , vol. 75, # 1 p. 245 - 248
反应条件
1: N-[(1,1-dimethylethoxy)carbonyl]-3-iodo-L-alanine methyl ester With iodine; zinc in N,N-dimethyl-formamide
T=20°C; Inert atmosphere;
2: para-nitro iodo-benzene With dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; tris-(dibenzylideneacetone)dipalladium(0) in N,N-dimethyl-formamide
T=20°C; Negishi coupling; Inert atmosphere;
参考文献
Ross, Andrew J.; Lang, Hannah L.; Jackson, Richard F. W.
Journal of Organic Chemistry, 2010 , vol. 75, # 1 p. 245 - 248