1-乙酰基-2,3,5-三苯甲酰氧基-1-beta-D-呋喃核糖合成路线 (共 164 条)
反应条件
1: 98 percent / 1,1,1,3,3,3-hexamethyldisilazane; chlorotrimethylsilane; trimethylsilyl trifluoromethanesulfonate / acetonitrile 2: 60 percent View Scheme
参考文献
LaFrancois, Christopher J.; Fujimoto, June; Sowers, Lawrence C.
Chemical Research in Toxicology, 1998 , vol. 11, # 1 p. 75 - 83
反应条件
1: N,O-bis(trimethylsilyl)acetamide; trimethylsilyl triflate / acetonitrile / 0.08 h / 130 °C / microwave irradiation 2: NH3 / methanol / 16 h / 50 °C View Scheme
参考文献
Bookser, Brett C.; Raffaele, Nicholas B.
Journal of Organic Chemistry, 2007 , vol. 72, # 1 p. 173 - 179
反应条件
1.1: N,O-bis(trimethylsilyl) trifluoroacetamide / acetonitrile / 1 h / Inert atmosphere; Reflux 1.2: 1 h / Reflux 2.1: pyridine; hydrazine hydrate; acetic acid / 75 - 80 °C / Inert atmosphere 3.1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere 4.1: H2NC(=NH)NH2*carbonate / dichloromethane; ethyl acetate / 60 °C 4.2: 80 °C 5.1: sodium methylate; methanol / 30 - 40 °C View Scheme
参考文献
ScinoPharm Taiwan Ltd.
Patent: EP2404926 A1, 2012 ;
反应条件
1: N,O-bis(trimethylsilyl)acetamide; trimethylsilyl triflate / acetonitrile / 0.08 h / 130 °C / microwave irradiation 2: NH3 / methanol / 16 h / 50 °C View Scheme
参考文献
Bookser, Brett C.; Raffaele, Nicholas B.
Journal of Organic Chemistry, 2007 , vol. 72, # 1 p. 173 - 179
反应条件
1: 79 percent / BF3*Et2O / nitromethane / 2 h / Heating 2: 98 percent / MeONa / methanol / 2 h / 20 - 60 °C / pH 11.0 3: 77 percent / aq. AcONa / 24 h / 20 °C / pH 4.5 - 5.0 4: aq. NaOH / 20 °C 5: 83 percent / aq. AcOH; NaNO2 / 0.5 h / 20 °C 6: 51 percent / aq. N-bromosuccinimide / dimethylformamide / 20 °C View Scheme
参考文献
Lin, Wenqing; Li, Hong; Ming, Xin; Seela, Frank
Organic and Biomolecular Chemistry, 2005 , vol. 3, # 9 p. 1714 - 1718
反应条件
1: 79 percent / BF3*Et2O / nitromethane / 2 h / Heating 2: 98 percent / MeONa / methanol / 2 h / 20 - 60 °C / pH 11.0 View Scheme
参考文献
Lin, Wenqing; Li, Hong; Ming, Xin; Seela, Frank
Organic and Biomolecular Chemistry, 2005 , vol. 3, # 9 p. 1714 - 1718
反应条件
1: SnCl4 / CH2Cl2 / 1.5 h / Ambient temperature 2: 85 percent / NH3 in MeOH / 7 h / 0 °C 3: 83 percent / pyridine / Ambient temperature 4: 28percent NaOMe in MeOH / Ambient temperature View Scheme
参考文献
Mano; Seo; Hattori; Kaneko; Imai
Chemical and Pharmaceutical Bulletin, 1980 , vol. 28, # 9 p. 2734 - 2747
反应条件
N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate in acetonitrile T=130°C; Vorbrueggen glycosylation; 0.0833333 h; microwave irradiation;
参考文献
Bookser, Brett C.; Raffaele, Nicholas B.
Journal of Organic Chemistry, 2007 , vol. 72, # 1 p. 173 - 179
反应条件
1.1: SnCl4 / 1,2-dichloro-ethane 1.2: aq. NaHCO3 2.1: NaOMe / methanol View Scheme
参考文献
European Journal of Medicinal Chemistry, , vol. 34, # 10 p. 809 - 824
反应条件
trimethylsilyl trifluoromethanesulfonate
参考文献
Loennberg, Harri; Kaeppi, Rainer; Lehikoinen, Pertti; Oivanen, Mikko
Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1987 , vol. 41, # 1 p. 34 - 40