N-叔丁氧羰基-L-苯丙氨酸甲酯合成路线 （共 114 条）
反应条件
thionyl chloride T=0 - 20°C; 24 h;
参考文献
Nchinda, Aloysius T.; Chibale, Kelly; Redelinghuys, Pierre; Sturrock, Edward D.
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 17 p. 4612 - 4615
参考文献
Stichting Katholieke Universiteit
Patent: US4820712 A1, 1989 ;
反应条件
1: 1-NAP ester of N-Boc-L-Phe-OH With ammonium formate; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) in dimethyl sulfoxide T=50°C; Reduction; Deprotection; 12 h; 2: methyl iodide With sodium carbonate in water; dimethyl sulfoxide T=20°C; Methylation; 12 h;
参考文献
Boutros, Andre; Legros, Jean-Yves; Fiaud, Jean-Claude
Tetrahedron, 2000 , vol. 56, # 15 p. 2239 - 2246
反应条件
in tert-butyl alcohol
参考文献
Mitsui Chemicals, Inc.
Patent: US6333427 B1, 2001 ;
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: bromobenzene 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: iodobenzene 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
2-methoxy-phenol; [Rh(cod)2][PF6]; (S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl in toluene T=110 - 115°C; 20 h; Title compound not separated from byproducts.;
参考文献
Navarre, Laure; Martinez, Remi; Genet, Jean-Pierre; Darses, Sylvain
Journal of the American Chemical Society, 2008 , vol. 130, # 19 p. 6159 - 6169
反应条件
2-methoxy-phenol; [Rh(cod)2][PF6]; (R)-1,1'-bis(diphenylphosphino)-2,2'-binapthyl in toluene T=110 - 115°C; 20 h; Title compound not separated from byproducts.;
参考文献
Navarre, Laure; Martinez, Remi; Genet, Jean-Pierre; Darses, Sylvain
Journal of the American Chemical Society, 2008 , vol. 130, # 19 p. 6159 - 6169
反应条件
4-(N,N-dimethlyamino)pyridine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; 4,4,5,5-tetramethyl-[1,3,2]dioxaborolane in 1,4-dioxane T=80°C; 16 - 24 h; Inert atmosphere;
参考文献
Iimura, Shinya; Wu, Wenxue
Tetrahedron Letters, 2010 , vol. 51, # 10 p. 1353 - 1355
反应条件
in ethylene glycol dimethyl ether T=20°C;
参考文献
Ouchi, Hidekazu; Saito, Yukako; Yamamoto, Yutaka; Takahata, Hiroki
Organic Letters, 2002 , vol. 4, # 4 p. 585 - 587
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Saito, Yukako; Ouchi, Hidekazu; Takahata, Hiroki
Tetrahedron, 2006 , vol. 62, # 50 p. 11599 - 11607
