(S)-(+)-二氢吲哚-2-甲醇合成路线 （共 12 条）
反应条件
1: With dimethylsulfide borane complex in tetrahydrofuran 12 h; Reflux; 2: With hydrogenchloride in tetrahydrofuran; methanol 2 h; Reflux; 3: With sodium hydroxide in tetrahydrofuran; methanol; water
参考文献
GRUENENTHAL GmbH
Patent: US2010/113417 A1, 2010 ;
Location in patent: Page/Page column 31 ;
反应条件
1: 52 percent / Et3N / CH2Cl2 / 2.75 h / 0 - 20 °C 3: 1.) 4-(dimethylamino)pyridine 5: 82 percent / 2-methoxyethylamine / 0.42 h / 0 - 20 °C 6: 100 percent / 6 N HCl / 3 h / Heating 7: 27 percent / LiAlH4 / diethyl ether View Scheme
参考文献
UNIVERSITY OF DUNDEE; BESNARD, Jeremy; HOPKINS, Andrew Lee; GILBERT, Ian; RUDA, Gian Filippo; ABECASSIS, Keren
Patent: WO2012/160392 A1, 2012 ;
Location in patent: Page/Page column 70-71 ;
WO 2012/160392 A1
反应条件
1: With 18-crown-6 ether; lithium bromide; chiral multisubstituted ferrocene in toluene T=10°C; 456 h; 2: With tetrabutyl ammonium fluoride in tetrahydrofuran T=20°C; 0.5 h; Further stages. Title compound not separated from byproducts.;
参考文献
Arp, Forrest O.; Fu, Gregory C.
Journal of the American Chemical Society, 2006 , vol. 128, # 44 p. 14264 - 14265
反应条件
lithium aluminium tetrahydride in tetrahydrofuran 3 h; Heating;
参考文献
Babu, B. Hari; Prasad, G. Syam; Raju, C. Naga; Reddy, C. Suresh
Synthetic Communications, 2008 , vol. 38, # 9 p. 1398 - 1406
反应条件
1: 100 percent / KOH / dimethylsulfoxide; H2O / Ambient temperature 2: 52 percent / Et3N / CH2Cl2 / 2.75 h / 0 - 20 °C 4: 1.) 4-(dimethylamino)pyridine 6: 82 percent / 2-methoxyethylamine / 0.42 h / 0 - 20 °C 7: 100 percent / 6 N HCl / 3 h / Heating 8: 27 percent / LiAlH4 / diethyl ether View Scheme
参考文献
Kim, Dong H.; Guinosso, Charles J.; Buzby, George C.; Herbst, David R.; McCaully, Ronald J.; et al.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 3 p. 394 - 403
反应条件
1: 100 percent / 6 N HCl / 3 h / Heating 2: 27 percent / LiAlH4 / diethyl ether View Scheme
参考文献
Kim, Dong H.; Guinosso, Charles J.; Buzby, George C.; Herbst, David R.; McCaully, Ronald J.; et al.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 3 p. 394 - 403
反应条件
1: 95 percent / NaOH / methanol; H2O / 1 h / Ambient temperature 3: 1.) 4-(dimethylamino)pyridine 5: 82 percent / 2-methoxyethylamine / 0.42 h / 0 - 20 °C 6: 100 percent / 6 N HCl / 3 h / Heating 7: 27 percent / LiAlH4 / diethyl ether View Scheme
参考文献
Kim, Dong H.; Guinosso, Charles J.; Buzby, George C.; Herbst, David R.; McCaully, Ronald J.; et al.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 3 p. 394 - 403
反应条件
2: 1.) 4-(dimethylamino)pyridine 4: 82 percent / 2-methoxyethylamine / 0.42 h / 0 - 20 °C 5: 100 percent / 6 N HCl / 3 h / Heating 6: 27 percent / LiAlH4 / diethyl ether View Scheme
参考文献
Kim, Dong H.; Guinosso, Charles J.; Buzby, George C.; Herbst, David R.; McCaully, Ronald J.; et al.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 3 p. 394 - 403
反应条件
1: 1.) 4-(dimethylamino)pyridine 3: 82 percent / 2-methoxyethylamine / 0.42 h / 0 - 20 °C 4: 100 percent / 6 N HCl / 3 h / Heating 5: 27 percent / LiAlH4 / diethyl ether View Scheme
参考文献
Kim, Dong H.; Guinosso, Charles J.; Buzby, George C.; Herbst, David R.; McCaully, Ronald J.; et al.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 3 p. 394 - 403
反应条件
2: 82 percent / 2-methoxyethylamine / 0.42 h / 0 - 20 °C 3: 100 percent / 6 N HCl / 3 h / Heating 4: 27 percent / LiAlH4 / diethyl ether View Scheme
参考文献
Kim, Dong H.; Guinosso, Charles J.; Buzby, George C.; Herbst, David R.; McCaully, Ronald J.; et al.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 3 p. 394 - 403
