四氢-2H-吡喃-4-丙酸合成路线 (共 11 条)
反应条件
sodium azide; chloroform; sulfuric acid
参考文献
Prelog et al.
Justus Liebigs Annalen der Chemie, 1938 , vol. 535, p. 37,45
反应条件
1: 3-(tetrahydro-2H-pyran-4-yl)propanoic acid With thionyl chloride 1 h; Heating / reflux; 2: 1,1-dimethylethylmagnesium chloride With copper(l) chloride in tetrahydrofuran T=0 - 20°C; 3: With water; ammonium chloride in tetrahydrofuran T=0°C;
参考文献
Kyowa Hakko Kirin Co., Ltd.
Patent: EP2070927 A1, 2009 ;
Location in patent: Page/Page column 28 ;
EP 2070927 A1
反应条件
hydrogen bromide T=100°C; Behandeln des Reaktionsprodukts mit Diazomethan, Erhitzen des erhaltenen Esters mit NH3 in Methanol auf 130grad und Behandeln des Reaktionsgemisches mit Ba(OH)2 und Wasserdampf;
参考文献
Prelog; Cerkovnikov
Justus Liebigs Annalen der Chemie, 1937 , vol. 532, p. 83,85
反应条件
formic acid; triethylamine
T=100°C; Knoevenagel condensation; 5 h;
参考文献
Mudhar, Harminder; Witty, Andrew
Tetrahedron Letters, 2010 , vol. 51, # 38 p. 4972 - 4974
反应条件
1.1: magnesium chloride / tetrahydrofuran / 2.5 h / 10 - 50 °C / Industry scale
1.2: 18.5 h / 30 - 34 °C / Industry scale
2.1: sodium tetrahydroborate / 1.42 h / 10 - 39 °C
2.2: 0 - 5 °C
3.1: 4-(N,N-dimethlyamino)pyridine / tetrahydrofuran / 3 h / 20 - 35 °C
4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 24 h / 35 - 50 °C
5.1: hydrogen / palladium(II) oxide hydrate / ethanol / 5 h / 30 °C / 155.15 Torr
6.1: sodium hydroxide; water / ethanol / 16 h
6.2: 1 h / 0 - 5 °C / pH 1
View Scheme
参考文献
TAKEDA PHARMACEUTICAL COMPANY LIMITED; MATTHEWS, Christopher; O'BRYAN, Colin; PROVENCAL, David Paul
Patent: WO2012/51450 A1, 2012 ;
WO 2012/051450 A1
反应条件
1.1: 4-(N,N-dimethlyamino)pyridine / tetrahydrofuran / 3 h / 20 - 35 °C
2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 24 h / 35 - 50 °C
3.1: hydrogen / palladium(II) oxide hydrate / ethanol / 5 h / 30 °C / 155.15 Torr
4.1: sodium hydroxide; water / ethanol / 16 h
4.2: 1 h / 0 - 5 °C / pH 1
View Scheme
参考文献
TAKEDA PHARMACEUTICAL COMPANY LIMITED; MATTHEWS, Christopher; O'BRYAN, Colin; PROVENCAL, David Paul
Patent: WO2012/51450 A1, 2012 ;
WO 2012/051450 A1
反应条件
1.1: hydrogen / palladium(II) oxide hydrate / ethanol / 5 h / 30 °C / 155.15 Torr
2.1: sodium hydroxide; water / ethanol / 16 h
2.2: 1 h / 0 - 5 °C / pH 1
View Scheme
参考文献
TAKEDA PHARMACEUTICAL COMPANY LIMITED; MATTHEWS, Christopher; O'BRYAN, Colin; PROVENCAL, David Paul
Patent: WO2012/51450 A1, 2012 ;
WO 2012/051450 A1
反应条件
1: ethanol
2: aqueous hydrochloric acid
View Scheme
参考文献
Prelog; Cerkovnikov
Justus Liebigs Annalen der Chemie, 1937 , vol. 532, p. 83,85
反应条件
1: aqueous hydrochloric acid
View Scheme
参考文献
Prelog; Cerkovnikov
Justus Liebigs Annalen der Chemie, 1937 , vol. 532, p. 83,85
参考文献
Prelog; Cerkovnikov
Justus Liebigs Annalen der Chemie, 1937 , vol. 532, p. 83,85