2-(3-丁炔氧基)四氢吡喃合成路线 (共 44 条)
反应条件
N-methyl-2,2,6,6-tetramethylpiperidine; tris-(dibenzylideneacetone)dipalladium(0); copper(l) iodide; lithium iodide in dimethyl sulfoxide
3 h; Ambient temperature;
参考文献
Cai; Vasella
Helvetica Chimica Acta, 1995 , vol. 78, # 8 p. 2053 - 2064
反应条件
copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; diisopropylamine in benzene
0.55 h; Ambient temperatureeffects of various amines, solvents, ligands, LiBr or LiI, and temperature; Product distributionMechanismRate constant;
参考文献
Cai; Vasella
Helvetica Chimica Acta, 1995 , vol. 78, # 8 p. 2053 - 2064
反应条件
1: 4-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butyne With n-butyllithium in tetrahydrofuran
T=-40°C; 0.166667 h;
2: monochloroacetaldehyde in tetrahydrofuran
T=-60 - 20°C;
参考文献
Caussanel, Franck; Deslongchamps, Pierre; Dory, Yves L.
Organic Letters, 2003 , vol. 5, # 25 p. 4799 - 4802
反应条件
1: 4-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butyne With n-butyllithium in tetrahydrofuran; hexane
T=-78 - 20°C;
2: ethyl iodide in tetrahydrofuran
2 h; Heating;
参考文献
Buck, Matthew; Chong
Tetrahedron Letters, 2001 , vol. 42, # 34 p. 5825 - 5827
反应条件
in tetrahydrofuran
T=48 - 66°C; 2.5 h;
参考文献
PHARMACIA CORPORATION
Patent: WO2004/12726 A2, 2004 ;
Location in patent: Page/Page column 161 ;
WO 2004/012726 A2
反应条件
N,N,N',N',N'',N''-hexamethylphosphoric triamide; n-butyllithium
1.) THF, hexane, -20 deg C, 1 h, 2.) RT, 4 h; Multistep reaction;
参考文献
Singh, Vasundhara; Trehan, I. R.; Kad, G. L.
Journal of the Indian Chemical Society, 1992 , vol. 69, # 2 p. 103 - 105
反应条件
n-butyllithium
1.) THF, hexane, -78 deg C, 0.5 h; 2.) -78 deg C, 1.5 h; Yield given. Multistep reaction;
参考文献
Otomasu, Hirotaka; Takatsu, Noriyuki; Honda, Toshio; Kametani, Tetsuji
Heterocycles, 1982 , vol. 19, # 3 p. 511 - 514
反应条件
1: n-BuLi
2: LiAlH4 / tetrahydrofuran
View Scheme
参考文献
Otomasu, Hirotaka; Takatsu, Noriyuki; Honda, Toshio; Kametani, Tetsuji
Tetrahedron, 1982 , vol. 38, # 17 p. 2627 - 2633
反应条件
1: n-BuLi
2: LiAlH4 / tetrahydrofuran
3: MnO2
View Scheme
参考文献
Otomasu, Hirotaka; Takatsu, Noriyuki; Honda, Toshio; Kametani, Tetsuji
Tetrahedron, 1982 , vol. 38, # 17 p. 2627 - 2633
反应条件
1: 4-[(tetrahydro-2H-pyran-2-yl)oxy]-1-butyne With ethylmagnesium bromide in tetrahydrofuran
T=80°C;
2: 4-penten-1-al in tetrahydrofuran
T=20°C;
参考文献
Quintal, Miriam M.; Closser, Kristina D.; Shea, Kevin M.
Organic Letters, 2004 , vol. 6, # 26 p. 4949 - 4952