(S)-(+)-Modafinic acid; [(S)-(二苯基甲基)亚磺酰基]乙酸合成路线 (共 12 条)
反应条件
1-n-butyl-3-methylimidazolium hexafluorophosphate in tetrachloromethane T=20°C; 48 h; Title compound not separated from byproducts.;
参考文献
EMCURE PHARMACEUTICALS LIMITED
Patent: WO2008/152462 A1, 2008 ;
Location in patent: Page/Page column 13 ;
反应条件
lithium hydroxide in tetrahydrofuran; water T=0 - 20°C;
参考文献
Osorio-Lozada, Antonio; Prisinzano, Thomas; Olivo, Horacio F.
Tetrahedron Asymmetry, 2004 , vol. 15, # 23 p. 3811 - 3815
反应条件
Beauveria bassiana ATCC-7159 in N,N-dimethyl-formamide T=28°C;
参考文献
Olivo, Horacio F.; Osorio-Lozada, Antonio; Peeples, Tonya L.
Tetrahedron Asymmetry, 2005 , vol. 16, # 21 p. 3507 - 3511
反应条件
1: With indium; pivaloyl chloride in isopropyl alcohol T=15 - 30°C; 3 h; 2: With hydrogenchloride in water; isopropyl alcohol T=20°C; 0.5 h; Product distribution / selectivity;
参考文献
TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.
Patent: WO2008/70143 A1, 2008 ;
Location in patent: Page/Page column 9 ;
反应条件
1: 89 percent / Beauveria bassiana ATCC-7159 / dimethylformamide / 28 °C View Scheme
参考文献
Prisinzano, Thomas; Podobinski, John; Tidgewell, Kevin; Luo, Min; Swenson, Dale
Tetrahedron Asymmetry, 2004 , vol. 15, # 6 p. 1053 - 1058
反应条件
1: With (S)-1-phenyl-ethylamine in water Heating; 2: With hydrogenchloride pH=2;
参考文献
Prisinzano, Thomas; Podobinski, John; Tidgewell, Kevin; Luo, Min; Swenson, Dale
Tetrahedron Asymmetry, 2004 , vol. 15, # 6 p. 1053 - 1058
反应条件
1: 43.5 percent / 4-(dimethylamino)pyridine; 1,3-dicyclohexylcarbodiimide / CH2Cl2 2: 87 percent / lithium hydroxide / tetrahydrofuran; H2O / 0 - 20 °C View Scheme
参考文献
Osorio-Lozada, Antonio; Prisinzano, Thomas; Olivo, Horacio F.
Tetrahedron Asymmetry, 2004 , vol. 15, # 23 p. 3811 - 3815
反应条件
1.1: H2SO4; 2-propanol; aq. H2O2 / methanol / 20 °C 2.1: 62.1 g / NaOH; H2O / ethanol / 1 h / 20 °C 3.1: (R)-(+)-α-methylbenzylamine / H2O / Heating 3.2: 17.0 g / aq. HCl / pH 2 View Scheme
参考文献
Prisinzano, Thomas; Podobinski, John; Tidgewell, Kevin; Luo, Min; Swenson, Dale
Tetrahedron Asymmetry, 2004 , vol. 15, # 6 p. 1053 - 1058
反应条件
1.1: 62.1 g / NaOH; H2O / ethanol / 1 h / 20 °C 2.1: (R)-(+)-α-methylbenzylamine / H2O / Heating 2.2: 17.0 g / aq. HCl / pH 2 View Scheme
参考文献
Prisinzano, Thomas; Podobinski, John; Tidgewell, Kevin; Luo, Min; Swenson, Dale
Tetrahedron Asymmetry, 2004 , vol. 15, # 6 p. 1053 - 1058
反应条件
potassium carbonate in acetone Reflux;
参考文献
Cao, Jianjing; Prisinzano, Thomas E.; Okunola, Oluyomi M.; Kopajtic, Theresa; Shook, Matthew; Katz, Jonathan L.; Newman, Amy Hauck
ACS Medicinal Chemistry Letters, 2011 , vol. 2, # 1 p. 48 - 52