3-叔-丁基二甲基硅氧基-4-甲氧基苯甲醛合成路线 （共 11 条）
反应条件
1: 1.) butyllithium / 1.) THF, -23 deg C, 60 min, 2.) THF, a) -23 deg C, 4 h, b) RT, 14 h 2: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.33 h 3: 94.4 percent / H2 / 10percent Pd/C / methanol; ethyl acetate / Ambient temperature View Scheme
参考文献
Pettit, George R.; Singh, Sheo Bux; Boyd, Michael R.; Hamel, Ernest; Pettit, Robin K.; et al.
Journal of Medicinal Chemistry, 1995 , vol. 38, # 10 p. 1666 - 1672
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: 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
Roberti, Marinella; Pizzirani, Daniela; Simoni, Daniele; Rondanin, Riccardo; Baruchello, Riccardo; Bonora, Caterina; Buscemi, Filippo; Grimaudo, Stefania; Tolomeo, Manlio
Journal of Medicinal Chemistry, 2003 , vol. 46, # 16 p. 3546 - 3554
反应条件
1: (3,5-dimethoxybenzyl)triphenylphosphonium bromide With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 2 h; 2: 3-(tert-butyldimethylsilanyloxy)-4-methoxybenz-aldehyde in tetrahydrofuran; hexane T=20°C;
参考文献
Journal of Medicinal Chemistry, , vol. 46, # 16 p. 3546 - 3554
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
Roberti, Marinella; Pizzirani, Daniela; Simoni, Daniele; Rondanin, Riccardo; Baruchello, Riccardo; Bonora, Caterina; Buscemi, Filippo; Grimaudo, Stefania; Tolomeo, Manlio
Journal of Medicinal Chemistry, 2003 , vol. 46, # 16 p. 3546 - 3554
反应条件
1: 62 percent / triphenylphosphine / CH2Cl2 / 0.33 h / 0 °C 2: 88 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C 3: 58 percent / tributyltin hydride; pyridine / tetrakis(triphenylphosphine)palladium(0) / benzene 4: 71 percent / Pd(PPh3)4; aq. Na2CO3 / 1,2-dimethoxy-ethane / Heating View Scheme
参考文献
Pettit, George R.; Singh, Sheo Bux; Boyd, Michael R.; Hamel, Ernest; Pettit, Robin K.; et al.
Journal of Medicinal Chemistry, 1995 , vol. 38, # 10 p. 1666 - 1672
反应条件
tin(ll) chloride in ethanol T=20°C; 5 h;
参考文献
Jadhav, Vinod H.; Borate, Hanumant B.; Wakharkar, Radhika D.
Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006 , vol. 45, # 1 p. 322 - 324
反应条件
N-ethyl-N,N-diisopropylamine in tetrahydrofuran; N,N-dimethyl-formamide
T=20°C;
参考文献
EPR PHARMACEUTICALS PVT.LTD
Patent: US2010/152491 A1, 2010 ;
Location in patent: Page/Page column 28 ;
反应条件
1: 3-hydroxy-4-methoxy-benzaldehyde With N-ethyl-N,N-diisopropylamine in tetrahydrofuran
T=20°C; 0.5 h;
2: tert-butyldimethylsilyl chloride in tetrahydrofuran
3 h;
参考文献
Taipei Medical University; National Health Research Institutes
Patent: US2008/96973 A1, 2008 ;
Location in patent: Page/Page column 5 ;
反应条件
1: With N-ethyl-N,N-diisopropylamine in dichloromethane
0.166667 h;
2: With tert-butylchlorodiphenylsilane in dichloromethane
16 h;
参考文献
Pettit, George R.; Minardi, Mathew D.; Hogan, Fiona; Price, Pat M.
Journal of Natural Products, 2010 , vol. 73, # 3 p. 399 - 403
