1-溴-8-(四氢吡喃氧基)辛烷合成路线 （共 69 条）
参考文献
Ishmuratov; Ishmuratova; Odinokov; Tolstikov
Chemistry of Natural Compounds, 1997 , vol. 33, # 1 p. 25 - 30
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;
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
lithium acetylide ethylene diamine complex in dimethyl sulfoxide
参考文献
Rossi; Carpita; Quirici
Tetrahedron, 1981 , vol. 37, # 15 p. 2617 - 2623
反应条件
ammonia; lithium 2.) DMSO, gentle warming, 2h; Yield given. Multistep reaction;
参考文献
Odinokov, V. N.; Dzhemilev, U. M.; Ishumuratov, G. Yu.; Botsman, L. P.; Ibragimov, A. G.; et al.
Chemistry of Natural Compounds, 1991 , vol. 27, # 2 p. 238 - 240
Khimiya Prirodnykh Soedinenii, 1991 , # 2 p. 276 - 279
反应条件
lithium amide hexamethylphosphoroamide, 1.) 1h, room temperature, 2.) 10 h, 55 deg C; Yield given. Multistep reaction;
参考文献
Naka, Hideshi; Nakazawa, Tomotake; Sugie, Mieko; Yamamoto, Masanobu; Horie, Yoshiteru; Wakasugi, Ryohei; Arita, Yutaka; Sugie, Hajime; Tsuchida, Koji; Ando, Tetsu
Bioscience, Biotechnology and Biochemistry, 2006 , vol. 70, # 2 p. 508 - 516
反应条件
1: 1.) LiNH2, HMPTA / 1.) RT, 1 h, 2.) a) 10 deg C, 1 h, b) RT, 15 h, c) 55 deg C, 10 h 2: 85 percent / p-TsOH / methanol; H2O / 18 h / 20 °C View Scheme
参考文献
Odinolov, V. N.; Dzhemilev, U. M.; Ishmuratov, G. Yu.; Botsman, L. P.; Vostrikova, O. S.; et al.
Chemistry of Natural Compounds, 1987 , vol. 23, p. 242 - 244
Khimiya Prirodnykh Soedinenii, 1987 , # 2 p. 286 - 289
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 View Scheme
参考文献
Fletcher, Steven; Ahmad, Ayesha; Perouzel, Eric; Heron, Andrew; Miller, Andrew D.; Jorgensen, Michael R.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 1 p. 349 - 357
反应条件
lithium acetylide ethylenediamine complex in dimethyl sulfoxide T=20°C; 18 h;
参考文献
PROLYSIS LTD
Patent: WO2007/107758 A1, 2007 ;
Location in patent: Page/Page column 34 ;
WO 2007/107758 A1
反应条件
1.1: n-butyllithium / tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane / 0.5 h / -60 °C 1.2: -20 - 20 °C 2.1: Jone's reagent / acetone / 0 - 4 °C 3.1: sulfuric acid / 20 °C 4.1: hydrogen; ethylenediamine / ethanol; water 5.1: 2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine / dimethyl sulfoxide / 20 °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: 1) Mg, 2) Li2CuCl4 / 1) THF, 2) THF, a) -70 deg C to 20 deg C over 45 min, b) 2 h at 20 deg C 2: 92 percent / TsOH*Py / methanol / 3 h / 45 °C View Scheme
参考文献
Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), , vol. 39, # 11 p. 2296 - 2300
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, , # 11 p. 2539 - 2544
