β-D-呋喃核糖-1,2,3,5-四乙酸酯合成路线 （共 86 条）
反应条件
chloro-trimethyl-silane; trifluorormethanesulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane in acetonitrile
T=0°C; Vorbrueggen glycosylation; Title compound not separated from byproducts;
参考文献
Zhang, Ning; Chen, Huan-Ming; Koch, Verena; Schmitz, Herbert; Liao, Ching-Len; Bretner, Maria; Bhadti, Vishweshwar S.; Fattom, Ali I.; Naso, Robert B.; Hosmane, Ramachandra S.; Borowski, Peter
Journal of Medicinal Chemistry, 2003 , vol. 46, # 19 p. 4149 - 4164
反应条件
1: 2-hydroxypyrimidine hydrochloride With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane
4 h; Inert atmosphereReflux;
2: (2R,3R,4R,5S)-4,5-bis(acetyloxy)-2-[(acetyloxy)methyl]tetrahydro-3-furanyl acetate With tin(IV) chloride in dichloromethane
T=20°C; 16 h;
参考文献
Battenberg, Oliver A.; Nodwell, Matthew B.; Sieber, Stephan A.
Journal of Organic Chemistry, 2011 , vol. 76, # 15 p. 6075 - 6087
反应条件
toluene-4-sulfonic acid in methanol
参考文献
Lee, Tai-Au; Park, Nam-Jin; Khoo, Ja-Heouk; Lee, Byung-Cheol
Patent: US2003/120064 A1, 2003 ;
反应条件
in cyclohexane; benzene
参考文献
ICN Pharmaceuticals
Patent: US29835 E1, 1978 ;
反应条件
N,O-bis-(trimethylsilyl)-acetamide; tin(IV) chloride in acetonitrile
T=60°C; Vorbruggen nucleosidation reaction; 18 h; Inert atmosphere;
参考文献
Ellermann, Manuel; Paulini, Ralph; Jakob-Roetne, Roland; Lerner, Christian; Borroni, Edilio; Roth, Doris; Ehler, Andreas; Schweizer, W. Bernd; Schlatter, Daniel; Rudolph, Markus G.; Diederich, Francois
Chemistry - A European Journal, 2011 , vol. 17, # 23 p. 6369 - 6381
反应条件
1.1: ammonium hydrogen sulfate; 1,1,1,3,3,3-hexamethyl-disilazane / 140 °C
1.2: 0 - 20 °C / |Inert atmosphere
2.1: sodium methylate / methanol / 1 h / 20 °C
View Scheme
参考文献
Koufaki, Maria; Fotopoulou, Theano; Iliodromitis, Efstathios K.; Bibli, Sophia-Iris; Zoga, Anastasia; Kremastinos, Dimitrios Th.; Andreadou, Ioanna
Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 19 p. 5948 - 5956
