(S)-(-)-1-三苯甲基-2-氮丙啶羧酸甲酯合成路线 (共 24 条)
反应条件
methanesulfonyl chloride; triethylamine in tetrahydrofuran 1.) 20 deg C, 30 min, 2.) 66 deg C, 48 h;
参考文献
Willems, Johannes G. H.; Hersmis, Marco C.; De Gelder, Rene; Smits, Jan M. M.; Hammink, Jeannet B.; Dommerholt, F. Jan; Thijs, Lambertus; Zwanenburg, Binne
Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 6 p. 963 - 967
反应条件
sodium iodide in acetone T=35°C;
参考文献
Dugave, Christophe; Menez, Andre
Tetrahedron Asymmetry, 1997 , vol. 8, # 9 p. 1453 - 1465
反应条件
triethylamine in tetrahydrofuran T=75°C; 48 h; Inert atmosphere;
参考文献
Foley, David; Pieri, Myrtani; Pettecrew, Rachel; Price, Richard; Miles, Stephen; Lam, Ho Kam; Bailey, Patrick; Meredith, David
Organic and Biomolecular Chemistry, 2009 , vol. 7, # 18 p. 3652 - 3656
反应条件
sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate in dichloromethane; water T=20°C; Substitution; cyclization; 4 h;
参考文献
Journal of Organic Chemistry, , vol. 61, # 17 p. 6067 - 6070
反应条件
1: (1-(tert-butoxycarbonyl)-(4S)-fluoro-(2R)-pyrrolidinyl)acetonitrile With sodium hydride in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=20°C; Metallation; 0.5 h; 2: (2R)-N-triphenylmethyl-3-iodoalanine methyl ester in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=40°C; Substitution; cyclization; 12 h;
参考文献
Journal of Organic Chemistry, , vol. 61, # 17 p. 6067 - 6070
反应条件
1: malononitrile With sodium hydride in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=20°C; Metallation; 0.5 h; 2: (2R)-N-triphenylmethyl-3-iodoalanine methyl ester in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=30°C; Substitution; cyclization; 4 h;
参考文献
Journal of Organic Chemistry, , vol. 61, # 17 p. 6067 - 6070
反应条件
1: α-cyanoacetic acid methyl ester With sodium hydride in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=20°C; Metallation; 0.5 h; 2: (2R)-N-triphenylmethyl-3-iodoalanine methyl ester in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=40°C; Substitution; cyclization; 12 h;
参考文献
Journal of Organic Chemistry, , vol. 61, # 17 p. 6067 - 6070
反应条件
potassium cyanide in methanol 0.25 h; Heating;
参考文献
Dugave, Christophe; Menez, Andre
Tetrahedron Asymmetry, 1997 , vol. 8, # 9 p. 1453 - 1465
反应条件
1: 2-(phenylsulfonyl)-acetonitrile With sodium hydride in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=20°C; Metallation; 0.5 h; 2: (2R)-N-triphenylmethyl-3-iodoalanine methyl ester in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=40°C; Substitution; cyclization; 12 h;
参考文献
Journal of Organic Chemistry, , vol. 61, # 17 p. 6067 - 6070
反应条件
1: N-(diphenylmethylene)-glycine ethyl ester With lithium diisopropyl amide in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=-78°C; Metallation; 1 h; 2: (2R)-N-triphenylmethyl-3-iodoalanine methyl ester in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide T=20°C; Substitution; cyclization; 12 h;
参考文献
Journal of Organic Chemistry, , vol. 61, # 17 p. 6067 - 6070