1,2:5,6-二-o-异亚丙基-alpha-d-ribo-3-己呋喃核糖合成路线 （共 32 条）
反应条件
pyridine T=60°C; 14 h;
参考文献
Raju, Ravinder; Castillo, Bernard F.; Richardson, Stewart K.; Thakur, Meena; Severins, Ryan; Kronenberg, Mitchell; Howell, Amy R.
Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 15 p. 4122 - 4125
反应条件
1: 8.0 g / NaBH4 / ethanol / 0.5 h / 0 °C 2: 90 percent / pyridine / 20 h / 20 °C 3: 91 percent / aq, AcOH / 0.75 h / 60 °C View Scheme
参考文献
Nicolaou; Pavia; Seitz
Journal of the American Chemical Society, 1982 , vol. 104, # 7 p. 2027 - 2029
反应条件
sodium tetrahydroborate in ethanol; water
参考文献
Drueckhammer, Dale G.; Wong, Chi-Huey
Journal of Organic Chemistry, 1985 , vol. 50, # 26 p. 5912 - 5913
反应条件
magnesium; ethylene dibromide in diethyl ether T=-30°C; 2 h;
参考文献
Rosenthal, Alex; Mikhailov, Sergey N.
Carbohydrate Research, 1980 , vol. 79, p. 235 - 242
反应条件
1: 90 percent / NaBH4 / ethanol; H2O / 1 h / 0 °C 2: pyridine / CH2Cl2 / 0.75 h / -30 °C 3: 14.1 g / NaN3 / dimethylformamide / 50 °C 4: 94 percent / LiAlH4 / diethyl ether / 2 h / 20 °C View Scheme
参考文献
Chen; Guo; Liu
Journal of the American Chemical Society, 1998 , vol. 120, # 38 p. 9951 - 9952
反应条件
1: O,O-diethyl 1,1-difluoro-1-bromomethane phosphonothioate With tert.-butyl lithium in tetrahydrofuran; pentane
T=-78°C; 0.166667 h;
2: 1,2:5,6-di-O-isopropylidene-α-D-ribo-1,5-hexofuranos-3-ulose in tetrahydrofuran; pentane
T=-78°C; 0.5 h;
参考文献
Lopin, Chrystel; Gautier, Arnaud; Gouhier, Geraldine; Piettre, Serge R.
Journal of the American Chemical Society, 2002 , vol. 124, # 49 p. 14668 - 14675
反应条件
1: O,O-diethyl 1,1-difluoro-1-bromomethane phosphonothioate With tert.-butyl lithium
T=-78°C;
2: 1,2:5,6-di-O-isopropylidene-α-D-ribo-1,5-hexofuranos-3-ulose T=-78 - 0°C;
参考文献
Lopin, Chrystel; Gautier, Arnaud; Gouhier, Geraldine; Piettre, Serge R.
Journal of the American Chemical Society, 2002 , vol. 124, # 49 p. 14668 - 14675
反应条件
1: (EtO)2P(O)CF2Br With tert.-butyl lithium
T=-78°C;
2: 1,2:5,6-di-O-isopropylidene-α-D-ribo-1,5-hexofuranos-3-ulose T=-78 - 0°C;
参考文献
Lopin, Chrystel; Gautier, Arnaud; Gouhier, Geraldine; Piettre, Serge R.
Journal of the American Chemical Society, 2002 , vol. 124, # 49 p. 14668 - 14675
参考文献
Shing, Tony K.M.; Wong, Ching-Hung; Yip, Ting
Tetrahedron Asymmetry, 1996 , vol. 7, # 5 p. 1323 - 1340
反应条件
1: NaBH4 / ethanol
2: pyridine
3: NaN3, 15-crown-5
4: LiAlH4 / diethyl ether
5: Na2CO3
View Scheme
参考文献
Chen; Guo; Liu
Journal of the American Chemical Society, 1998 , vol. 120, # 38 p. 9951 - 9952
