(R)-1-叔丁氧羰基-3-(氨基甲基)吡咯烷合成路线 (共 11 条)
反应条件
sodium hydroxide; benzaldehyde in toluene
参考文献
Syntex (U.S.A.) Inc.
Patent: US6166015 A1, 2000 ;
US 6166015 A
反应条件
water; sodium hydroxide in methanol T=20°C; 3 h;
参考文献
GLAXOSMITHKLINE LLC; DOCK, Steven, Thomas; MCSHERRY, Allison, K.; MOORE, Michael, Lee; RIDGERS, Lance, Howard; PARRISH, Cynthia, Ann
Patent: WO2013/28445 A1, 2013 ;
Location in patent: Page/Page column 50 ;
反应条件
1: Et3N / tetrahydrofuran / 0.67 h / 20 °C 2: NaN3 / dimethylsulfoxide / 5 h / 100 °C 3: H2 / 10 percent Pd/C / methanol; CHCl3 / 16 h / 20 °C / 760 Torr View Scheme
参考文献
MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.
Patent: WO2014/52365 A1, 2014 ;
反应条件
1: 77 percent / NaBH4 / tetrahydrofuran; methanol / 1 h / Heating 2: Et3N / tetrahydrofuran / 0.67 h / 20 °C 3: NaN3 / dimethylsulfoxide / 5 h / 100 °C 4: H2 / 10 percent Pd/C / methanol; CHCl3 / 16 h / 20 °C / 760 Torr View Scheme
参考文献
Falgueyret; Oballa; Okamoto; Wesolowski; Aubin; Rydzewski; Prasit; Riendeau; Rodan; Percival
Journal of Medicinal Chemistry, 2001 , vol. 44, # 1 p. 94 - 104
反应条件
1: NaN3 / dimethylsulfoxide / 5 h / 100 °C 2: H2 / 10 percent Pd/C / methanol; CHCl3 / 16 h / 20 °C / 760 Torr View Scheme
参考文献
Falgueyret; Oballa; Okamoto; Wesolowski; Aubin; Rydzewski; Prasit; Riendeau; Rodan; Percival
Journal of Medicinal Chemistry, 2001 , vol. 44, # 1 p. 94 - 104
反应条件
1: dichloromethane / 12 h / 0 - 20 °C 2: hydrogen / palladium(II) oxide hydrate; palladium 10 on activated carbon / acetic acid; methanol / 48 h / 20 °C 3: triethylamine / methanol / 24 h / 0 - 20 °C 4: sodium hydroxide; water / methanol / 3 h / 20 °C View Scheme
参考文献
GLAXOSMITHKLINE LLC; DOCK, Steven, Thomas; MCSHERRY, Allison, K.; MOORE, Michael, Lee; RIDGERS, Lance, Howard; PARRISH, Cynthia, Ann
Patent: WO2013/28445 A1, 2013 ;
反应条件
1: hydrogen / palladium(II) oxide hydrate; palladium 10 on activated carbon / acetic acid; methanol / 48 h / 20 °C 2: triethylamine / methanol / 24 h / 0 - 20 °C 3: sodium hydroxide; water / methanol / 3 h / 20 °C View Scheme
参考文献
GLAXOSMITHKLINE LLC; DOCK, Steven, Thomas; MCSHERRY, Allison, K.; MOORE, Michael, Lee; RIDGERS, Lance, Howard; PARRISH, Cynthia, Ann
Patent: WO2013/28445 A1, 2013 ;
反应条件
1.1: triethylamine / methanol / 0.5 h / 0 °C 1.2: 24 h / 0 - 20 °C 2.1: sodium hydroxide / methanol; water / 3 h / 20 °C View Scheme
参考文献
GLAXOSMITHKLINE LLC; DOCK, Steven, Thomas; MCSHERRY, Allison, K.; MOORE, Michael, Lee; RIDGERS, Lance, Howard; PARRISH, Cynthia, Ann
Patent: WO2013/28445 A1, 2013 ;
反应条件
1: methanol; sodium tetrahydroborate / tetrahydrofuran / 0 °C 2: triethylamine / dichloromethane / 0.5 h / 0 °C 3: sodium azide / dimethyl sulfoxide / 60 °C 4: palladium on activated charcoal; hydrogen / methanol / 1.5 h / 20 °C / 1520.1 Torr View Scheme
参考文献
MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.
Patent: WO2014/52365 A1, 2014 ;
反应条件
trifluoroacetic acid in dichloromethane T=20°C; 0.5 h;
参考文献
Cumbre Inc.
Patent: US2006/19985 A1, 2006 ;
Location in patent: Page/Page column 6 ;