4-[(叔-丁基二甲基甲硅烷)氧代]苯甲醛合成路线 (共 42 条)
反应条件
1.1: 43.6 g / NaBH4 / methanol / 2 h 2.1: 70 percent / methanesulfonyl chloride; Et3N / CH2Cl2 / 1.5 h / 20 °C 3.1: Mg; 1,2-dibromoethane / tetrahydrofuran / 0.5 h / Heating 3.2: 72 percent / tetrahydrofuran / 1 h / -78 °C 4.1: 27 percent / conc. HCl / dioxane / 8 h / Heating View Scheme
参考文献
Adamczyk, Maciej; Johnson, Donald D.; Mattingly, Phillip G.; Pan, You; Reddy, Rajarathnam E.
Organic Preparations and Procedures International, 2001 , vol. 33, # 5 p. 477 - 485
反应条件
1.1: n-BuLi / tetrahydrofuran / 3 h / -78 °C 1.2: tetrahydrofuran / 5 h / 20 °C 2.1: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Pettit, George R.; Grealish, Matthew P.; Jung, M. Katherine; Hamel, Ernest; Pettit, Robin K.; Chapuis, J.-Charles; Schmidt, Jean M.
Journal of Medicinal Chemistry, 2002 , vol. 45, # 12 p. 2534 - 2542
反应条件
1.1: n-BuLi / tetrahydrofuran / 3 h / -78 °C 1.2: tetrahydrofuran / 5 h / 20 °C 2.1: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Pettit, George R.; Grealish, Matthew P.; Jung, M. Katherine; Hamel, Ernest; Pettit, Robin K.; Chapuis, J.-Charles; Schmidt, Jean M.
Journal of Medicinal Chemistry, 2002 , vol. 45, # 12 p. 2534 - 2542
反应条件
1.1: n-BuLi / tetrahydrofuran / 3 h / -78 °C 1.2: tetrahydrofuran / 5 h / 20 °C 2.1: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C 3.1: 92 percent / potassium carbonate / acetone / 5 h / Heating View Scheme
参考文献
Gao, Mingzhang; Wang, Min; Miller, Kathy D.; Sledge, George W.; Hutchins, Gary D.; Zheng, Qi-Huang
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 22 p. 5767 - 5772
反应条件
1.1: NaH / tetrahydrofuran / 2 h / -55 - 0 °C 1.2: 50.8 percent / tetrahydrofuran / 24 h / -55 - 0 °C 2.1: 79 percent / hydrochloric acid / ethanol / 26 h / 20 °C View Scheme
参考文献
Lee, Hyun Jung; Seo, Jai Woong; Lee, Bong Ho; Chung, Kyoo-Hyun; Chi, Dae Yoon
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 2 p. 463 - 466
反应条件
1: Methyltriphenylphosphonium bromide With n-butyllithium in tetrahydrofuran; hexane 1 h; 2: 4-[(1,1-dimethylethyl)dimethylsilyloxy]benzaldehyde in tetrahydrofuran; hexane T=20°C;
参考文献
Chung
Journal of Organometallic Chemistry, 2005 , vol. 690, # 26 p. 6292 - 6299
反应条件
potassium hydroxide in ethanol T=20°C; 0.3 h;
参考文献
Chemistry Letters, , vol. 32, # 7 p. 568 - 569
反应条件
1: 79 percent / tetrahydrofuran / 3 h / 20 °C 2: 50 percent / Pseudomonas cepacia lipase PS; 2,6-di-t-butyl-p-cresol / tetrahydrofuran / 24 h / 65 °C 3: tetra-n-butylammonium fluoride / tetrahydrofuran / 1 h / 0 °C 4: 270 mg / pyridine / 20 °C View Scheme
参考文献
Matsuda, Hisashi; Ando, Shin; Morikawa, Toshio; Kataoka, Shinya; Yoshikawa, Masayuki
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 7 p. 1949 - 1953
反应条件
1: 2,6-bis((2R-(biphenyl(HO)C)pyrrolidino)Me)-4-MePhOH; Et2Zn / tetrahydrofuran / 24 h / -35 °C 2: 90 percent / H2 / Pd/C / ethanol / 12 h / 20 °C 3: triethylamine / tetrahydrofuran / -78 - 0 °C 4: 85 percent / LiAlH4 / diethyl ether / 16 h / 40 °C 5: 83 percent / HCl; potassium fluoride / methanol; diethyl ether / 12 h / 20 °C View Scheme
参考文献
Trost, Barry M.; Yeh, Vince S. C.; Ito, Hisanako; Bremeyer, Nadine
Organic Letters, 2002 , vol. 4, # 16 p. 2621 - 2623
反应条件
1: 27 percent / NaH / benzene / 16 h / Ambient temperature 2: 80 percent / n-Bu4NF / tetrahydrofuran / 0.5 h / Ambient temperature View Scheme
参考文献
Androutsopoulos, Vasilis P.; Ruparelia, Ketan C.; Papakyriakou, Athanasios; Filippakis, Harilaos; Tsatsakis, Aristeidis M.; Spandidos, Demetrios A.
European Journal of Medicinal Chemistry, 2011 , vol. 46, # 6 p. 2586 - 2595