5-((四氢吡喃-2-基)氧基)-1-溴戊烷合成路线 （共 41 条）
反应条件
1: 66 percent / ZnCl2 / 1) 0 degC, 0.5 h, 2) r.t., 6 h
2: 68 percent / MeOH, TsOH / 24 h / Heating
3: 98 percent / TsOH / diethyl ether / 20 h / Ambient temperature
View Scheme
参考文献
Bestmann; Gunawardena
Synthesis, 1992 , # 12 p. 1239 - 1241
反应条件
1: LiAlH4, conc. H2SO4 / tetrahydrofuran / 0.25 h / T < 2 deg C
2: 82 percent / TsOH*H2O / CH2Cl2 / 0 °C
View Scheme
参考文献
Buergi, Christoph; Liu, Gui; Rueedi, Peter
Helvetica Chimica Acta, 1993 , vol. 76, p. 1901 - 1915
反应条件
1: LiAlH4, conc. H2SO4 / tetrahydrofuran / 2 h / T < 2 deg C
2: 82 percent / TsOH*H2O / CH2Cl2 / 0 °C
View Scheme
参考文献
Buergi, Christoph; Liu, Gui; Rueedi, Peter
Helvetica Chimica Acta, 1993 , vol. 76, p. 1901 - 1915
反应条件
carbon tetrabromide; triphenylphosphine
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
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
1: tetrahydro-4H-pyran With boron tribromide
2: 3,4-dihydro-2H-pyran With hydrogen cation
参考文献
Xie, Xiang-Qun; Yang, Hongqin; Choi, Greg; Lin, Sunyuan; Makriyannis, Alexandros
Journal of Labelled Compounds and Radiopharmaceuticals, 2002 , vol. 45, # 9 p. 775 - 784
反应条件
bromination reagent
Multistep reaction;
参考文献
Tomida, Ichiro; Umeda, Ichiro; Kudo, Ikuko; Kayahara, Hiroshi
Agricultural and Biological Chemistry, 1986 , vol. 50, # 8 p. 2143 - 2146
反应条件
1: 86 percent
2: 1) EtMgBr, CuI
3: TsOH / methanol; H2O
View Scheme
参考文献
Tolstikov, G. A.; Odinokov, V. N.; Cheskis, B. A.; Ishmuratov, G. Yu.; Shpiro, N. A.; et al.
Doklady Chemistry, 1991 , vol. 316, # 1-3 p. 34 - 38
Dokl. Akad. Nauk SSSR Ser. Khim., 1991 , vol. 316, # 3 p. 642 - 647
反应条件
1: acetylene With n-butyllithium in tetrahydrofuran; hexane
T=-10°C; 0.5 h;
2: 5-((tetrahydropyran-2-yl)oxy)-1-bromopentane in tetrahydrofuran; hexane; dimethyl sulfoxide
T=20°C;
参考文献
Slowinski, Franck; Aubert, Corinne; Malacria, Max
European Journal of Organic Chemistry, 2001 , # 18 p. 3491 - 3500
反应条件
in diethyl ether hexane; dimethyl sulfoxide
参考文献
Thia Medica AS
Patent: EP1265838 B1, 2005 ;
