5-((叔丁基二甲基甲硅烷基)氧基)戊醛合成路线 （共 30 条）
反应条件
1: tetrahydrofuran; diethyl ether / 0.17 h / -78 °C 2: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C View Scheme
参考文献
Mukai; Yamaguchi; Kim; Hanaoka
Chemical and pharmaceutical bulletin, 2001 , vol. 49, # 5 p. 613 - 618
反应条件
1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C 1.2: 96 percent / tetrahydrofuran; hexane / 0.17 h / -78 °C 2.1: 1.03 g / N,N-dimethylaminoethanol / 8 h / 80 °C 3.1: 69 percent / Et3N; trichlorosilane / benzene / 0.17 h / 20 °C 4.1: Co2(CO)8 / CH2Cl2 / 0.5 h / 0 °C 4.2: BF3*Et2O / CH2Cl2 / 0.17 h / -78 - 0 °C 4.3: 74 percent / CAN / methanol / 0.5 h / 0 °C 5.1: K2CO3 / methanol / 1 h / 20 °C 6.1: NaIO4 / RuO2*xH2O / H2O; CCl4 / 8 h / 20 °C View Scheme
参考文献
Mukai, Chisato; Sugimoto, Yu-Ichi; Ikeda, Yoshitaka; Hanaoka, Miyoji
Tetrahedron, 1998 , vol. 54, # 5-6 p. 823 - 850
反应条件
1: 100 percent 2: 89 percent 3: 79 percent / TBAF 4: 59 percent / PPh3; CBr4 5: 35 percent / Mg; CuBr*SMe2 6: 63 percent / EDC; HOBt; N-ethylmorpholine 7: LiOH 8: 61 percent / EDC; HOBt; N-ethylmorpholine 9: LiOH 10: aq. HCl / acetic acid 11: pentafluorophenyl diphenylphosphinate; N-ethylmorpholine / dimethylformamide 12: TBAF; MS 4A / tetrahydrofuran / 24 h 13: 88 percent / TPAP; NMO; MS 4A / CH2Cl2 View Scheme
参考文献
Heterocycles, , vol. 55, # 1 p. 1 - 4
反应条件
1.1: sec.-butyllithium / tetrahydrofuran; cyclohexane / 0.25 h / -78 °C 1.2: 2.5 h / -78 - 24 °C 2.1: triphenylphosphine; p-benozquinone; acetic acid; palladium diacetate / dichloromethane / 6 h / 24 °C 3.1: hydrogenchloride / water / 0.5 h View Scheme
参考文献
Lauer, Matthew G.; Henderson, William H.; Awad, Amneh; Stambuli, James P.
Organic Letters, 2012 , vol. 14, # 23 p. 6000 - 6003
反应条件
2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; [bis(acetoxy)iodo]benzene in dichloromethane
T=20°C; 5 h; Inert atmosphere;
参考文献
Uchida, Miho; Takamatsu, Satoshi; Arima, Shiho; Miyamoto, Kiyoko T; Kitani, Shigeru; Nihira, Takuya; Ikeda, Haruo; Nagamitsu, Tohru
Journal of Antibiotics, 2011 , vol. 64, # 12 p. 781 - 787
反应条件
oxygen; 1-n-butyl-3-methylimidazolium tetrafluoroborate; copper(l) chloride; palladium dichloride in water
T=60°C; Wacker oxidation; 58 h;
参考文献
Ansari; Joyasawal, Sipak; Gupta, Manoj K.; Yadav; Gree
Tetrahedron Letters, 2005 , vol. 46, # 44 p. 7507 - 7510
反应条件
1: Et3N; DMAP / CH2Cl2
2: (COCl)2; DMSO / CH2Cl2 / -78 - 0 °C
View Scheme
参考文献
Kumarn, Sirirat; Oelke, Alexander J.; Shaw, David M.; Longbottom, Deborah A.; Ley, Steven V.
Organic and Biomolecular Chemistry, 2007 , vol. 5, # 16 p. 2678 - 2689
反应条件
1: Et3N; DMAP / CH2Cl2
2: (COCl)2; DMSO / CH2Cl2 / -78 - 0 °C
View Scheme
参考文献
Kumarn, Sirirat; Oelke, Alexander J.; Shaw, David M.; Longbottom, Deborah A.; Ley, Steven V.
Organic and Biomolecular Chemistry, 2007 , vol. 5, # 16 p. 2678 - 2689
反应条件
1: With ozone in dichloromethane
2: With dimethylsulfide; triethylamine in dichloromethane
参考文献
Krafft, Marie E.; Bonaga, Llorente V. R.; Felts, Andrew S.; Hirosawa, Chitaru; Kerrigan, Sean
Journal of Organic Chemistry, 2003 , vol. 68, # 15 p. 6039 - 6042
反应条件
1: bis[N(C2H5)2]-bis{[N-((2,6-iPr)phenyl)]benzamidate}titanium / benzene / 24 h / 65 °C
2: silica gel / benzene
View Scheme
参考文献
Zhang, Zhe; Leitch, David C.; Lu, Man; Patrick, Brian O.; Schafer, Laurel L.
Chemistry - A European Journal, 2007 , vol. 13, # 7 p. 2012 - 2022
