(S)-N-BOC-4-溴苯丙氨酸合成路线 （共 12 条）
反应条件
in methanol; water T=20°C; 16 h;
参考文献
PROZYMEX A/S; PEDERSEN, John; LAURITZEN, Conni
Patent: WO2012/119941 A1, 2012 ;
Location in patent: Page/Page column 112 ;
WO 2012/119941 A1
反应条件
1: N-methylmorpholine / tetrahydrofuran / 0.33 h / -20 °C 2: 674 mg / tetrahydrofuran / 16 h / 20 °C 3: 82 percent / AgCO2CF3 / H2O; triethylamine / 18 h / 0 - 20 °C 4: 93 percent / NaOH / methanol; H2O / 14 h / 20 °C View Scheme
参考文献
Limbach, Michael; Loeweneck, Markus; Schreiber, Juerg V.; Frackenpohl, Jens; Seebach, Dieter; Billich, Andreas
Helvetica Chimica Acta, 2006 , vol. 89, # 7 p. 1427 - 1441
反应条件
1: With lithium aluminium tetrahydride in diethyl ether T=0°C; 2 h; 2: With sodium hydrogencarbonate in diethyl ether T=20°C; 0.5 h;
参考文献
CYTOKINETICS, INC.; SMITHKLINE BEECHAM CORPORATION
Patent: WO2005/107762 A2, 2005 ;
Location in patent: Page/Page column 194-220 ;
反应条件
1: N-methylmorpholine / tetrahydrofuran / 0.33 h / -20 °C 2: 674 mg / tetrahydrofuran / 16 h / 20 °C 3: 82 percent / AgCO2CF3 / H2O; triethylamine / 18 h / 0 - 20 °C 4: 93 percent / NaOH / methanol; H2O / 14 h / 20 °C 5: CF3COOH / CH2Cl2 / 5 h / 20 °C View Scheme
参考文献
Helvetica Chimica Acta, , vol. 89, # 7 p. 1427 - 1441
反应条件
dipotassium hydrogenphosphate; formic acid; Pd(OAc)2(2-amino-4,6-dihydroxypyrimidine disodium salt)2 in water T=37°C; Suzuki-Miyaura coupling; 4 h;
参考文献
Chalker, Justin M.; Wood, Charlotte S. C.; Davis, Benjamin G.
Journal of the American Chemical Society, 2009 , vol. 131, # 45 p. 16346 - 16347
反应条件
2: trifluoroacetic acid / dichloromethane / 2 h / 25 °C View Scheme
参考文献
Prior, Allan M.; Kim, Yunjeong; Weerasekara, Sahani; Moroze, Meghan; Alliston, Kevin R.; Uy, Roxanne Adeline Z.; Groutas, William C.; Chang, Kyeong-Ok; Hua, Duy H.
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 23 p. 6317 - 6320
反应条件
dipotassium hydrogenphosphate; formic acid; Pd(OAc)2(2-amino-4,6-dihydroxypyrimidine disodium salt)2 in water T=37°C; Suzuki-Miyaura coupling; 4 h;
参考文献
Chalker, Justin M.; Wood, Charlotte S. C.; Davis, Benjamin G.
Journal of the American Chemical Society, 2009 , vol. 131, # 45 p. 16346 - 16347
反应条件
dipotassium hydrogenphosphate; formic acid; Pd(OAc)2(2-amino-4,6-dihydroxypyrimidine disodium salt)2 in water T=37°C; Suzuki-Miyaura coupling; 4 h;
参考文献
Chalker, Justin M.; Wood, Charlotte S. C.; Davis, Benjamin G.
Journal of the American Chemical Society, 2009 , vol. 131, # 45 p. 16346 - 16347
反应条件
1.1: lithium aluminium tetrahydride / tetrahydrofuran / -20 - 20 °C / Large scale reaction
1.2: 0 - 15 °C / Large scale reaction
2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Large scale reaction
3.1: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 5 h / Reflux; Large scale reaction
4.1: N-bromosuccinmide / tetrahydrofuran; water / 0 - 10 °C / Large scale reaction
5.1: sodium hydrogencarbonate / acetonitrile / 3 h / Reflux; Large scale reaction
6.1: hydrogenchloride / 1,4-dioxane / 2 h / 25 °C / Large scale reaction
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / Large scale reaction
7.2: 0 °C / Large scale reaction
8.1: hydrazine hydrate / ethanol; tert-butyl methyl ether / 16 h / 40 °C
8.2: 40 °C
9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C
View Scheme
参考文献
Bellingham, Richard; Buswell, A. Mark; Choudary, Bernie M.; Gordon, Andrew H.; Moore, Steve O.; Peterson, Matthew; Sasse, Mike; Shamji, Amin; Urquhart, Michael W. J.
Organic Process Research and Development, 2010 , vol. 14, # 5 p. 1254 - 1263
反应条件
1.1: lithium aluminium tetrahydride / tetrahydrofuran / -20 - 20 °C / Large scale reaction
1.2: 0 - 15 °C / Large scale reaction
2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Large scale reaction
3.1: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 5 h / Reflux; Large scale reaction
4.1: N-bromosuccinmide / tetrahydrofuran; water / 0 - 10 °C / Large scale reaction
5.1: sodium hydrogencarbonate / acetonitrile / 3 h / Reflux; Large scale reaction
6.1: hydrogenchloride / 1,4-dioxane / 2 h / 25 °C / Large scale reaction
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / Large scale reaction
7.2: 0 °C / Large scale reaction
8.1: hydrazine hydrate / ethanol; tert-butyl methyl ether / 16 h / 40 °C
8.2: 40 °C
View Scheme
参考文献
Bellingham, Richard; Buswell, A. Mark; Choudary, Bernie M.; Gordon, Andrew H.; Moore, Steve O.; Peterson, Matthew; Sasse, Mike; Shamji, Amin; Urquhart, Michael W. J.
Organic Process Research and Development, 2010 , vol. 14, # 5 p. 1254 - 1263
