2-(氯甲基)-4,4,5,5-四甲基-1,3,2-二噁硼烷合成路线 （共 14 条）
反应条件
1: n-butyllithium / tetrahydrofuran / 16 h / -78 °C 2: hydrogenchloride / diethyl ether / 0 °C View Scheme
参考文献
Putty, Sandeep; Rai, Aman; Jamindar, Darshan; Pagano, Paul; Quinn, Cheryl L.; Mima, Takehiko; Schweizer, Herbert P.; Gutheil, William G.
Chemical Biology and Drug Design, 2011 , vol. 78, # 5 p. 757 - 763
反应条件
in diethyl ether at -78 to 23°C under Ar; various product ratios for various amts. of org. compd.;
参考文献
Roush,W.R.; Adam,M.A.; Walts,A.E.
Journal of the American Chemical Society, 1986 , vol. 108, p. 3422
反应条件
in tetrahydrofuran at -78 to 23°C under Ar;
参考文献
Roush,W.R.; Adam,M.A.; Walts,A.E.
Journal of the American Chemical Society, 1986 , vol. 108, p. 3422
反应条件
1: chloromethyl iodide With n-butyllithium; tri-isopropoxy-borane in tetrahydrofuran; hexane
T=-78 - 20°C; 2.83333 h;
2: 2,3-dimethylbutane-2,3-diol With hydrogenchloride in tetrahydrofuran; hexane; ethyl acetate
T=0 - 20°C; 0.666667 h;
参考文献
Eisai RandD Management Co., Ltd.
Patent: US2008/15351 A1, 2008 ;
Location in patent: Page/Page column 11 ;
反应条件
1: tri-isopropoxy-borane; chloromethyl iodide With n-butyllithium in tetrahydrofuran; hexane
T=-78 - 20°C; 2.83333 h;
2: With hydrogenchloride in tetrahydrofuran; hexane; ethyl acetate
T=0°C; pH=7;
3: 2,3-dimethylbutane-2,3-diol in tetrahydrofuran; hexane; ethyl acetate
T=0 - 20°C; 0.666667 h;
参考文献
Eisai RandD Management Co., Ltd.
Patent: EP2062901 A1, 2009 ;
Location in patent: Page/Page column 12 ;
反应条件
1: chloromethyl iodide With n-butyllithium; tri-isopropoxy-borane in tetrahydrofuran; hexane
T=-78 - 20°C; 2.83 h;
2: With hydrogenchloride in tetrahydrofuran; hexane; ethyl acetate
T=0°C;
3: 2,3-dimethylbutane-2,3-diol in tetrahydrofuran; hexane; ethyl acetate
T=0 - 20°C; 0.666667 h;
参考文献
Eisai RandD Management Co., Ltd.
Patent: EP1867650 A1, 2007 ;
Location in patent: Page/Page column 41 ;
反应条件
1: With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; 0.5 h; Inert atmosphere;
2: With chloro-trimethyl-silane in tetrahydrofuran; hexane
T=-78 - 20°C; 24.1667 h; Inert atmosphere;
参考文献
Farmer, Jennifer L.; Hunter, Howard N.; Organ, Michael G.
Journal of the American Chemical Society, 2012 , vol. 134, # 42 p. 17470 - 17473
反应条件
1: With n-butyllithium in tetrahydrofuran; hexane
T=-78°C; 0.5 h;
2: With chloro-trimethyl-silane in tetrahydrofuran; hexane
T=20°C; 24 h;
参考文献
Molander, Gary A.; Hiebel, Marie-Aude
Organic Letters, 2010 , vol. 12, # 21 p. 4876 - 4879
反应条件
2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride in benzene
(Ar); Bu3SnH added to B compd. soln., AIBN added, stirred for 24 h at room temp.; fractional distn.; elem. anal.;
参考文献
Wuts, Peter G. M.; Thompson, Paul A.
Journal of Organometallic Chemistry, 1982 , vol. 234, # 2 p. 137 - 142
反应条件
1: boric acid trimethyl ester; chloro-bromo-methane With n-butyllithium
2: With chloro-trimethyl-silane
3: 2,3-dimethylbutane-2,3-diol
参考文献
JOHNS HOPKINS UNIVERSITY
Patent: WO2003/106384 A2, 2003 ;
Location in patent: Figure 3 ;
