(S)-(+)-N,N-二甲基-3-(1-萘氧基)-3-(2-噻吩基)丙胺草酸盐合成路线 (共 13 条)
反应条件
1: 4-fluoro-l-naphthalene; (s)-(-)-N,N-dimethyl-3-(thien-2-yl)-3-hydroxy-propanamine With tetrabutylammomium bromide; sodium hydroxide in dimethyl sulfoxide T=50 - 65°C; 2: oxalic acid in toluene T=55 - 60°C; 1 h; optical yield given as percent eeenantioselective reaction;
参考文献
Suthrapu, Sashikanth; Sripathi, Somaiah; Veeramalla, Raju; Bojja, Ramachandra Reddy; Karnati, Venugopal Reddy
Organic Process Research and Development, 2009 , vol. 13, # 5 p. 854 - 856
反应条件
in isopropanol acetate; water T=20°C; 21 h; Product distribution / selectivity;
参考文献
Medichem S.A.
Patent: US2009/93645 A1, 2009 ;
Location in patent: Page/Page column 6 ;
反应条件
1: N,N-dimethyl-3-(thien-2-yl)-3-hydroxy-propanamine With sodium hydride in dimethyl sulfoxide T=20°C; 2: 4-fluoro-l-naphthalene in dimethyl sulfoxide T=48 - 50°C; 3: oxalic acid in ethyl acetate T=20°C; 5 h;
参考文献
WO2011/33366 A2, ;
Page/Page column 23 ;
反应条件
oxalic acid in isobutyramide; water; (s)-(-)-N,N-dimethyl-3-(thien-2-yl)-3-hydroxy-propanamine; ethyl acetate; mineral oil
参考文献
KRKA, D.D., Novo Mesto
Patent: EP2133072 A1, 2009 ;
反应条件
in ethyl acetate T=20°C; 1 h;
参考文献
WO2007/38253 A2, ;
Page/Page column 19 ;
反应条件
in ethyl acetate T=20°C; 1 h;
参考文献
WO2007/86948 A1, ;
Page/Page column 15 ;
反应条件
1: LiAlH4, (2R,3S)-(+)-4-dimethylamino-1,2-diphenyl-3-methyl-2-butanol / tetrahydrofuran; toluene / 16 h / -70 °C 2: 1) NaH / 1) DMSO, 25 deg C, 25 min 2) 48-72 h, 45-50 deg C View Scheme
参考文献
Tetrahedron Letters, , vol. 31, # 45 p. 7101 - 7104
反应条件
1: 91 percent / 12N HCl / ethanol / 24 h / Heating 2: LiAlH4, (2R,3S)-(+)-4-dimethylamino-1,2-diphenyl-3-methyl-2-butanol / tetrahydrofuran; toluene / 16 h / -70 °C 3: 1) NaH / 1) DMSO, 25 deg C, 25 min 2) 48-72 h, 45-50 deg C View Scheme
参考文献
Tetrahedron Letters, , vol. 31, # 45 p. 7101 - 7104
反应条件
sodium hydride 1) DMSO, 25 deg C, 25 min 2) 48-72 h, 45-50 deg C; Yield given. Multistep reaction;
参考文献
Tetrahedron Letters, , vol. 31, # 45 p. 7101 - 7104
反应条件
hydrogenchloride; formic acid; triethylamine; zinc; β,β,β-trichloroethoxycarbonylchloride 1) toluene, 30 min, 25 deg C 2) DMF; Yield given. Multistep reaction;
参考文献
Deeter, Jack; Frazier, Jeff; Staten, Gilbert; Staszak, Mike; Weigel, Leland
Tetrahedron Letters, 1990 , vol. 31, # 45 p. 7101 - 7104