2-甲基-5-氧代四氢-2-呋喃羧酸合成路线 （共 11 条）
反应条件
titanium(IV) isopropylate; tert.-butylhydroperoxide in dichloromethane
T=-20°C; Oxidation; Sharpless; 42 h;
参考文献
Paju, Anne; Kanger, Tonis; Pehk, Tonis; Lopp, Margus
Tetrahedron Letters, 2000 , vol. 41, # 35 p. 6883 - 6887
反应条件
1: With sodium hydroxide in tetrahydrofuran; water
T=20°C; Heating;
2: With hydrogenchloride in tetrahydrofuran; water
pH=2 - 3;
参考文献
Misaki, Tomonori; Kawano, Kei; Sugimura, Takashi
Journal of the American Chemical Society, 2011 , vol. 133, # 15 p. 5695 - 5697
反应条件
1: With titanium(IV) isopropylate; 4 A molecular sieve in dichloromethane
T=-20°C; 0.5 h;
2: With tert.-butylhydroperoxide in decane; dichloromethane
T=-20°C; 68 h; Further byproducts given;
参考文献
Paju, Anne; Kanger, Tonis; Pehk, Tonis; Lindmaa, Rasmus; Mueuerisepp, Aleksander-Mati; Lopp, Margus
Tetrahedron Asymmetry, 2003 , vol. 14, # 11 p. 1565 - 1573
参考文献
Adams; Hauserman
Journal of the American Chemical Society, 1952 , vol. 74, p. 694,698
Full Text Show Details
Cervinka; Hub
Collection of Czechoslovak Chemical Communications, 1968 , vol. 33, # 9 p. 2933,2934-2940
Chem.Abstr., 1969 , vol. 70, # 3196z
反应条件
1: With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate in decane; dichloromethane
T=-20°C; 68 h;
2: With sodium hydroxide; sodium chloride
T=20°C; 2 h;
3: With hydrogenchloride in dichloromethane
T=20°C; 2 h;
参考文献
Paju, Anne; Laos, Marit; Jogi, Artur; Paeri, Malle; Jaeaelaid, Raissa; Pehk, Tonis; Kanger, Tonis; Lopp, Margus
Tetrahedron Letters, 2006 , vol. 47, # 26 p. 4491 - 4493
反应条件
hydrogenchloride; potassium hydroxide
1.) EtOH, RT, 2 h, 2.) ether; Yield given. Multistep reaction;
参考文献
Kneer, Georg; Mattay, Jochen; Heidbreder, Andreas; Raabe, Gerhard; Krebs, Bernt; Laege, Mechtild
Journal fuer Praktische Chemie/Chemiker-Zeitung, 1995 , vol. 337, # 2 p. 113 - 124
反应条件
1: With titanium(IV) isopropylate; 4 A molecular sieve; (+)-Weinsaeure-diethylester in dichloromethane
T=-20°C; 0.5 h;
2: With tert.-butylhydroperoxide in decane; dichloromethane
T=-20°C; 42 h; Further byproducts given. Title compound not separated from byproducts;
参考文献
Paju, Anne; Kanger, Tonis; Pehk, Tonis; Lindmaa, Rasmus; Mueuerisepp, Aleksander-Mati; Lopp, Margus
Tetrahedron Asymmetry, 2003 , vol. 14, # 11 p. 1565 - 1573
反应条件
hydrogenchloride in ethanol
Yield given;
参考文献
Kneer; Mattay
Tetrahedron Letters, 1992 , vol. 33, # 52 p. 8051 - 8054
反应条件
1.1: sodium hydroxide / tetrahydrofuran; water / 1.4 h / 0 - 5 °C
2.1: lithium methanolate / methanol / 66 h / 0 - 20 °C / Inert atmosphere
3.1: palladium 10 on activated carbon; hydrogen / methanol / 18 h / 20 °C
4.1: sodium hydroxide / tetrahydrofuran; water / 20 °C / Heating
4.2: pH 2 - 3
View Scheme
参考文献
Misaki, Tomonori; Kawano, Kei; Sugimura, Takashi
Journal of the American Chemical Society, 2011 , vol. 133, # 15 p. 5695 - 5697
反应条件
1.1: trifluoroacetic acid / tetrahydrofuran; water / 16 h / 0 - 20 °C
2.1: lithium methanolate / methanol / 66 h / 0 - 20 °C / Inert atmosphere
3.1: palladium 10 on activated carbon; hydrogen / methanol / 18 h / 20 °C
4.1: sodium hydroxide / tetrahydrofuran; water / 20 °C / Heating
4.2: pH 2 - 3
View Scheme
参考文献
Misaki, Tomonori; Kawano, Kei; Sugimura, Takashi
Journal of the American Chemical Society, 2011 , vol. 133, # 15 p. 5695 - 5697
