1-溴-8-(四氢吡喃氧基)辛烷合成路线 （共 69 条）
反应条件
2: CBr3, PPh3 View Scheme
参考文献
Smallheer, Joanne M.; McHugh, Robert J.; Chang, Chong-Hwan; Kaltenbach III, Robert F.; Worley, Tabitha V.; Klabe, Ronald M.; Bacheler, Lee T.; Rayner, Marlene M.; Erickson-Viitanen, Susan; Seitz, Steven P.
Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 11 p. 1365 - 1370
反应条件
dilithium tetrachlorocuprate; magnesium 1.) THF, 2 h, 2.) 0 deg C, 2 h; Yield given. Multistep reaction;
参考文献
Michelot, Didier
Synthesis, 1983 , # 2 p. 130 - 134
参考文献
Balezina, G. G.; Ishmuratov, G. Yu.; Odinokov, V. N.; Selimov, F. A.; Dzhemilev, U. M.; Tolstikov, G. A.
Chemistry of Natural Compounds, 1984 , vol. 20, # 3 p. 354 - 357
Khimiya Prirodnykh Soedinenii, 1984 , vol. 20, # 3 p. 378 - 382
反应条件
1: 1.) 2M BuLi / 1.) hexane, HMPT, 0 deg C, 30 min, 2.)THF, r. t., 12 h 2: p-TsOH / methanol / 2 h / Heating 3: 95 percent / H2, quinoline / Lindlar catalyst / pentane / 1 h / -10 °C View Scheme
参考文献
Michelot, Didier
Synthesis, 1983 , # 2 p. 130 - 134
反应条件
silica-supported NaHSO4 in methanol T=20°C; 0.25 h;
参考文献
Kumar, K. Ravi; Satyanarayana; Reddy, B. Srinivasa
Chinese Journal of Chemistry, 2012 , vol. 30, # 5 p. 1189 - 1191
反应条件
1: 1) n-BuLi, / 1) hexane, THF, 1 h, 0 deg C, 2) 30 min, -60 deg C; 12 h, r.t. 2: LiAlH4 / diethyl ether / 1) 1 h, 0 deg C, 2) 1 h, r.t. 3: 48 percent / p-toluenesulphonic acid / methanol; H2O / 2 h / 60 °C 4: pyridine View Scheme
参考文献
Bestmann, Hans Juergen; Koschatzky, Karl-Heinrich; Plenchette, Alain; Suess, Joachim; Vostrowsky, Otto
Liebigs Annalen der Chemie, 1982 , # 3 p. 536 - 544
反应条件
jones reagent in acetone T=0°C;
参考文献
Gruiec, Regine; Noiret, Nicolas; Patin, Henri
Journal of the American Oil Chemists' Society, 1995 , vol. 72, # 9 p. 1083 - 1085
反应条件
1.1: 89 percent / NaI / acetone / 0.25 h / Heating 2.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / 0 °C 2.2: 72 percent / hexane; tetrahydrofuran / 48 h / 20 °C 3.1: 92 percent / p-TsOH*H2O / methanol / 20 h / 20 °C 4.1: 69 percent / aq. Jones's reagent / acetone / 2 h / 0 °C View Scheme
参考文献
Fu, Yu; Weng, Yue; Hong, Wen-Xu; Zhang, Qinghai
Synlett, 2011 , # 6 p. 809 - 812
反应条件
1: trimethylsilylacetylene With n-butyllithium in tetrahydrofuran; cyclohexane T=-60 - 0°C; 0.5 h; 2: 2-[(8-Bromooctyl)oxy]tetrahydro-2H-pyran With N,N,N',N',N'',N''-hexamethylphosphoric triamide in tetrahydrofuran; cyclohexane T=-20 - 20°C; 19 h; 3: With tetrabutyl ammonium fluoride in tetrahydrofuran T=20°C; 48 h;
参考文献
Marshall, Andrew J.; Lin, Jian-Ming; Grey, Andrew; Reid, Ian R.; Cornish, Jillian; Denny, William A.
Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 14 p. 4112 - 4119
反应条件
in dimethyl sulfoxide 12 h; Ambient temperature;
参考文献
Attygalle, Athula B.; Svatos, Ales; Veith, Martin; Farmer, Jay J.; Meinwald, Jerrold; Smedley, Scott; Gonzalez, Andres; Eisner, Thomas
Tetrahedron, 1999 , vol. 55, # 4 p. 955 - 966
