反式,反式-法尼基酸甲酯合成路线 （共 42 条）
参考文献
Robustell, Brian J.; Abe, Ikuro; Prestwicht, Glenn D.
Tetrahedron Letters, 1998 , vol. 39, # 51 p. 9385 - 9388
反应条件
1: 76 percent / EDCI / CH2Cl2 / 6 h
2: 73 percent / EDCI; DMAP / CH2Cl2 / 2 h
View Scheme
参考文献
Kim, Sanghee; Kim, Eunkyung; Shin, Dong-Sun; Kang, Heonjoong; Oh, Ki-Bong
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 6 p. 895 - 898
反应条件
1: 66 percent / NaClO2; aq. NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 4 h
2: 76 percent / EDCI / CH2Cl2 / 6 h
3: 73 percent / EDCI; DMAP / CH2Cl2 / 2 h
View Scheme
参考文献
Kim, Sanghee; Kim, Eunkyung; Shin, Dong-Sun; Kang, Heonjoong; Oh, Ki-Bong
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 6 p. 895 - 898
反应条件
1: (i) OH-, (ii) /BRN= 1422412/
2: (i) NaH, ClPO(OEt)2, (ii) /BRN= 3556005/
View Scheme
参考文献
Sum,F.W.; Weiler,L.
Journal of the American Chemical Society, 1979 , vol. 101, p. 4401 - 4403
反应条件
1: 95 percent / lithium diisopropylamide / hexane; tetrahydrofuran / 1) -70 deg C, 1 h, 2) 20 deg C, 1 h
2: 85.5 percent / pyridinium p-toluenesulfonate / acetone; H2O / 2 h / Heating
3: 1) butyllithium / 1) THF-hexan, -78 deg C, 1.5 h, 2) -78 deg C, 1 h, room temperature, 15 h
View Scheme
参考文献
Odinokov, V. N.; Kukovinets, O. S.; Sakharova, N. I.; Tolstikov, G. A.
Journal of Organic Chemistry USSR (English Translation), 1985 , vol. 21, # 6 p. 1075 - 1077
Zhurnal Organicheskoi Khimii, 1985 , vol. 21, # 6 p. 1180 - 1182
反应条件
1: 85.5 percent / pyridinium p-toluenesulfonate / acetone; H2O / 2 h / Heating
2: 1) butyllithium / 1) THF-hexan, -78 deg C, 1.5 h, 2) -78 deg C, 1 h, room temperature, 15 h
View Scheme
参考文献
Odinokov, V. N.; Kukovinets, O. S.; Sakharova, N. I.; Tolstikov, G. A.
Journal of Organic Chemistry USSR (English Translation), 1985 , vol. 21, # 6 p. 1075 - 1077
Zhurnal Organicheskoi Khimii, 1985 , vol. 21, # 6 p. 1180 - 1182
反应条件
2: 1.) CuBr*2LiBr / 1.) THF, 0 deg C, 15 min; 2.) 0 deg C, 45 h
3: hexamethylphosphoric acid triamide; H2O / 0.5 h / 25 °C
View Scheme
参考文献
Kleijn; Westmijze; Meijer; Vermeer
Recueil des Travaux Chimiques des Pays Bas, 1981 , vol. 100, # 7-8 p. 249 - 255
反应条件
1: 33.6 g / phosphorus tribromide / diethyl ether / 4 h
2: sodium / ethanol
3: 131 mg / sodium hydride / 1,2-dimethoxy-ethane / 48 h
View Scheme
参考文献
Suga, Takayuki; Shishibori, Tsuyoshi
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2098 - 2104
反应条件
1: (i) OH-, (ii) /BRN= 1422412/
2: (i) NaH, ClPO(OEt)2, (ii) /BRN= 3556005/
View Scheme
参考文献
Sum,F.W.; Weiler,L.
Journal of the American Chemical Society, 1979 , vol. 101, p. 4401 - 4403
反应条件
1.1: phosphorus tribromide / diethyl ether / 1 h / -20 - 0 °C / Inert atmosphere
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere
2.2: 0.17 h / 0 °C / Inert atmosphere
3.1: copper(l) iodide / diethyl ether / 0.08 h / 0 °C / Inert atmosphere
3.2: 2 h / -78 - -30 °C / Inert atmosphere
View Scheme
参考文献
THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; SNYDER, Scott, Alan; TREITLER, Daniel, S.; BRUCKS, Alexandria, P.; GOLLNER, Andreas; CHIRIAC, Maria, I.; WRIGHT, Nathan, E.; PFLUEGER, Jason, J.; BREAZZANO, Steven, P.
Patent: WO2012/37069 A2, 2012 ;
