2-(4-溴丁氧基)四氢-2H-吡喃合成路线 （共 24 条）
反应条件
n-butyllithium in tetrahydrofuran T=-78°C;
参考文献
Ley, Steven V.; Lygo, Barry; Wonnacott, Anne
Tetrahedron Letters, 1985 , vol. 26, # 4 p. 535 - 538
反应条件
Yield given. Multistep reaction;
参考文献
Ley, Steven V.; Lygo, Barry; Sternfeld, Francine; Wonnacott, Anne
Tetrahedron, 1986 , vol. 42, # 15 p. 4333 - 4342
反应条件
1: 56 percent / Li2CuCl4 / tetrahydrofuran / 3 h / -10 °C 2: 52 percent / pyridinium p-toluenesulfonate / methanol / 6 h / 55 °C 3: 84 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature View Scheme
参考文献
Trehan; Vig; Singh; Sharma; Kad
Indian Journal of Chemistry - Section B Organic Chemistry Including Medicinal Chemistry, 1990 , vol. 29, # 6 p. 518 - 520
反应条件
Yield given. Multistep reaction;
参考文献
Odinakov, V. N.; Ishmuratov, G. Yu.; Galeeva, R. I.; Sokol'skaya, O. V.; Sagitdinova, Kh. F.; Tolstikov, G. A.
Journal of Organic Chemistry USSR (English Translation), 1990 , vol. 26, # 1.1 p. 46 - 49
Zhurnal Organicheskoi Khimii, 1990 , vol. 26, # 1 p. 57 - 61
反应条件
ethylenediamine in dimethyl sulfoxide 24 h; Ambient temperature;
参考文献
Naoshima; Nakamura; Munakata; Kamezawa; Tachibana
Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 4 p. 1263 - 1265
反应条件
in dimethyl sulfoxide Ambient temperature;
参考文献
Gruiec, Regine; Noiret, Nicolas; Patin, Henri
Bulletin de la Societe Chimique de France, 1994 , vol. 131, # 6 p. 699 - 705
反应条件
lithium amide hexamethylphosphoroamide, 1.) 1h, room temperature, 2.) 10 h, 27-30 deg C; Yield given. Multistep reaction;
参考文献
Daalman, Lachlan; Newton, Roger F.; Pauson, Peter L.; Taylor, Ronald G.; Wadsworth, Alan
Journal of Chemical Research, Miniprint, 1984 , # 11 p. 3131 - 3149
反应条件
1: 1.) Fe(NO3)3*9H2O, lithium / 1.) liquid ammonia, 3 h; 2.) ether, overnight
2: 78 percent / Ni(OCOCH3)2*4H2O, H2, NaBH4 / ethanol; ethane-1,2-diamine / Ambient temperature
3: 88 percent / manganese dioxide / CH2Cl2 / 14 h / Ambient temperature
View Scheme
参考文献
Kovalev, B. G.; Rastegaeva, V. M.; Kurts, A. L.; Bundel', Yu. G.
Journal of Organic Chemistry USSR (English Translation), 1986 , vol. 22, # 9 p. 1632 - 1638
Zhurnal Organicheskoi Khimii, 1986 , vol. 22, # 9 p. 1818 - 1824
反应条件
1: 85 percent / dimethylsulfoxide / Ambient temperature
2: 84 percent / 1.) BuLi; 2.) HMPA / tetrahydrofuran; hexane / 1.) 0-5 deg C; 2.) r.t., 30 min
View Scheme
参考文献
Gruiec, Regine; Noiret, Nicolas; Patin, Henri
Bulletin de la Societe Chimique de France, 1994 , vol. 131, # 6 p. 699 - 705
反应条件
1: rac-6-[(tetrahydro-2H-pyran-2-yl)oxy]-1-hexyne With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; Substitution; 1 h;
2: 2-(4-bromobutoxy)tetrahydro-2H-pyran in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane
T=20°C; Substitution; 4 h; Further stages.;
参考文献
Qin, Donghui; Sullivan, Regina; Berkowitz, William F.; Bittman, Robert; Rotenberg, Susan A.
Journal of Medicinal Chemistry, 2000 , vol. 43, # 7 p. 1413 - 1417
