甲基 2-乙酰氨基-3,4,6-O-三乙酰基-2-脱氧-beta-D-吡喃葡萄糖苷合成路线 (共 48 条)
反应条件
boron trifluoride diethyl etherate in methanol T=20°C;
参考文献
Hesek, Dusan; Suvorov, Maxim; Morio, Ken-Ichiro; Lee, Mijoon; Brown, Stephen; Vakulenko, Sergei B.; Mobashery, Shahriar
Journal of Organic Chemistry, 2004 , vol. 69, # 3 p. 778 - 784
反应条件
sodium carbonate in methanol; water T=5°C; 1 h;
参考文献
Nagabhushan, T. L.
Canadian Journal of Chemistry, 1980 , vol. 58, p. 2720 - 2723
反应条件
1: 71 percent / CH2Cl2; cyclohexane / 96 h / 35 °C / Irradiation 2: 88 percent / p-TsOH / Ambient temperature 3: 1.) H2, 40 psi, 2.) pyridine / 1.) Raney nickel / 1.) methanol, acetic acid, 118 h, 2.) room temp 4: 1.) n-Bu4NF, 2.) pyridine / 1.) THF, 0 deg C to room temp, 2.) room temp View Scheme
参考文献
Leblanc, Yves; Fitzsimmons, Brian J.; Springer, James P.; Rokach, Joshua
Journal of the American Chemical Society, 1989 , vol. 111, # 8 p. 2995 - 3000
反应条件
silver carbonate in dichloromethane
参考文献
RajanBabu; Ayers, Timothy A.; Halliday, Gary A.; You, Kimberly K.; Calabrese, Joseph C.
Journal of Organic Chemistry, 1997 , vol. 62, # 17 p. 6012 - 6025
反应条件
triethylamine in dichloromethane T=20°C; 2 h;
参考文献
Whitworth, Garrett E.; Macauley, Matthew S.; Stubbs, Keith A.; Dennis, Rebecca J.; Taylor, Edward J.; Davies, Gideon J.; Greig, Ian R.; Vocadlo, David J.
Journal of the American Chemical Society, 2007 , vol. 129, # 3 p. 635 - 644
反应条件
1: NaHCO3 / H2O; CHCl3 / 2 h / 25 °C 2: 1.87 g / pyridine / 12 h / 20 °C 3: hydrazine acetate / dimethylformamide / 2 h / 25 °C 4: 2.49 g / DBU / CH2Cl2 / 2 h / 20 °C 5: HBr / acetic acid / 1 h / 20 °C 6: 74 percent / 4 Angstroem molecular sieves / AgOTf / CH2Cl2 / 36 h / 20 °C 7: Et3N; MeSiCl3 / tetrahydrofuran / 24 h / 60 °C 8: 44 mg / H2O / tetrahydrofuran / 0.5 h 9: pyridine / 2 h / 20 °C View Scheme
参考文献
Yeung; Adamski-Werner; Bernard; Poulenat; Petillo
Organic letters, 2000 , vol. 2, # 20 p. 3135 - 3138
反应条件
1: hydrazine acetate / dimethylformamide / 2 h / 25 °C 2: 2.49 g / DBU / CH2Cl2 / 2 h / 20 °C 3: HBr / acetic acid / 1 h / 20 °C 4: 74 percent / 4 Angstroem molecular sieves / AgOTf / CH2Cl2 / 36 h / 20 °C 5: Et3N; MeSiCl3 / tetrahydrofuran / 24 h / 60 °C 6: 44 mg / H2O / tetrahydrofuran / 0.5 h 7: pyridine / 2 h / 20 °C View Scheme
参考文献
Yeung; Adamski-Werner; Bernard; Poulenat; Petillo
Organic letters, 2000 , vol. 2, # 20 p. 3135 - 3138
反应条件
1: HBr / acetic acid / 1 h / 20 °C 2: 74 percent / 4 Angstroem molecular sieves / AgOTf / CH2Cl2 / 36 h / 20 °C 3: Et3N; MeSiCl3 / tetrahydrofuran / 24 h / 60 °C 4: 44 mg / H2O / tetrahydrofuran / 0.5 h 5: pyridine / 2 h / 20 °C View Scheme
参考文献
Yeung; Adamski-Werner; Bernard; Poulenat; Petillo
Organic letters, 2000 , vol. 2, # 20 p. 3135 - 3138
反应条件
perchloric acid T=20°C; 0.333333 h;
参考文献
Agnihotri, Geetanjali; Misra, Anup Kumar
Tetrahedron Letters, 2006 , vol. 47, # 22 p. 3653 - 3658
反应条件
1: 74 percent / 4 Angstroem molecular sieves / AgOTf / CH2Cl2 / 36 h / 20 °C 2: Et3N; MeSiCl3 / tetrahydrofuran / 24 h / 60 °C 3: 44 mg / H2O / tetrahydrofuran / 0.5 h 4: pyridine / 2 h / 20 °C View Scheme
参考文献
Yeung; Adamski-Werner; Bernard; Poulenat; Petillo
Organic letters, 2000 , vol. 2, # 20 p. 3135 - 3138