4,4,5,5-四甲基-2-(4-苯基-1-环己烯-1-基)-1,3,2-二噁硼烷合成路线 (共 5 条)
反应条件
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate in 1,4-dioxane; dichloromethane
T=80°C;
参考文献
Hunt, Hazel J.; Ray, Nicholas C.; Hynd, George; Sutton, Jon; Sajad, Mohammed; O'Connor, Elizabeth; Ahmed, Shahadat; Lockey, Peter; Daly, Steve; Buckley, Gerry; Clark, Robin D.; Roe, Robert; Blasey, Christine; Belanoff, Joe
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 24 p. 7376 - 7380
反应条件
1: 4-methyl-N'-(4-phenylcyclohexylidene)benzene-1-sulfonohydrazide With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in hexane
T=-78 - 20°C; Shapiro reaction;
2: 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in hexane
T=-78 - 20°C;
参考文献
Rauniyar, Vivek; Zhai, Huimin; Hall, Dennis G.
Journal of the American Chemical Society, 2008 , vol. 130, # 26 p. 8481 - 8490
反应条件
triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triphenyl-arsane in 1,4-dioxane
T=80°C; Reduction; Borylation; 16 h;
参考文献
Murata, Miki; Oyama, Takashi; Watanabe, Shinji; Masuda, Yuzuru
Synthesis, 2000 , # 6 p. 778 - 780
反应条件
1.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 3.33 h / -78 °C / Inert atmosphere
1.2: 19.5 h / -78 - 20 °C
2.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere
View Scheme
参考文献
CORCEPT THERAPEUTICS, INC.; CLARK, Robin; HYND, George; RAY, Nicholas; SAJAD, Mohammad
Patent: WO2012/129074 A1, 2012 ;
WO 2012/129074 A1
反应条件
triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in 1,4-dioxane
T=80°C; Reduction; Borylation; 4 h; Product distribution; Further Variations:CatalystsReagentsSolvents;
参考文献
Murata, Miki; Oyama, Takashi; Watanabe, Shinji; Masuda, Yuzuru
Synthesis, 2000 , # 6 p. 778 - 780