2,3,4,6-四乙酰氧基-alpha-D-吡喃糖溴化物合成路线 (共 112 条)
反应条件
Yield given. Multistep reaction;
参考文献
Delay, Didier; Delmotte, Francis
Carbohydrate Research, 1990 , vol. 198, # 2 p. 223 - 234
反应条件
1: o-hydroxynitrobenzene With 1-n-butyl-3-methylimidazolium chloride; silver carbonate T=25°C; Koenigs-Knorr type coupling; 0.25 h; Darknessneat (no solvent); 2: 2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranosyl bromide T=25 - 80°C; Koenigs-Knorr type coupling; 0.5 h; Darknessneat (no solvent); optical yield given as percent destereoselective reaction;
参考文献
Kumar, Vineet; Talisman, Ian Jamie; Malhotra, Sanjay V.
European Journal of Organic Chemistry, 2010 , # 18 p. 3377 - 3381
参考文献
Helferich; Jung
Justus Liebigs Annalen der Chemie, 1954 , vol. 589, p. 77,79
Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1958 , vol. 311, p. 54,58
参考文献
Helferich; Bredereck
Justus Liebigs Annalen der Chemie, 1928 , vol. 465, p. 166,169
反应条件
N-ethyl-N,N-diisopropylamine in acetonitrile
参考文献
Patil, Premanand Ramrao; Ravindranathan Kartha
Journal of Carbohydrate Chemistry, 2008 , vol. 27, # 7 p. 411 - 419
参考文献
Goebel; Avery
Journal of Experimental Medicine, 1929 , vol. 50, p. 521,528
参考文献
Nakamura, Motomi; Tsutsumi, Mayuka; Ishikawa, Yoshiaki; Umemiya, Haruka; Izawa, Kazumi; Abe, Haruka; Togashi, Yosuke; Kinone, Tatsuya; Sekiguchi, Sho; Igumi, Mihiro; Ide, Kanako; Hasegawa, Teruaki; Hasegawa, Toki
Tetrahedron, 2013 , vol. 69, # 14 p. 3019 - 3026
反应条件
1: acetone; aq. NaOH solution 2: barium methylate; methanol View Scheme
参考文献
Giguere, Denis; Sato, Sachiko; St-Pierre, Christian; Sirois, Suzanne; Roy, Rene
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 6 p. 1668 - 1672
反应条件
1: o-hydroxynitrobenzene With C16H28AgN4(1+); N-benzyl-N,N,N-triethylammonium chloride T=25°C; 0.333333 h; 2: 2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranosyl bromide T=25°C; 3 h;
参考文献
Talisman, Ian Jamie; Kumar, Vineet; Razzaghy, Jacqueline; Malhotra, Sanjay V.
Carbohydrate Research, 2011 , vol. 346, # 7 p. 883 - 890
反应条件
1: o-hydroxynitrobenzene With 1-n-butyl-3-methylimidazolium chloride; silver carbonate T=25°C; Koenigs-Knorr type coupling; 0.25 h; Darknessneat (no solvent); 2: 2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranosyl bromide T=25 - 80°C; Koenigs-Knorr type coupling; 0.5 h; Darknessneat (no solvent); optical yield given as percent destereoselective reaction;
参考文献
Kumar, Vineet; Talisman, Ian Jamie; Malhotra, Sanjay V.
European Journal of Organic Chemistry, 2010 , # 18 p. 3377 - 3381