(1S,2R,3R,5S)-2,3,6-三羟基-4,8-二氧杂双环[3.3.0]辛烷-7-酮合成路线 （共 18 条）
反应条件
1: Et3N / 2 h / 20 °C 2: 6.43 g / pyridine / 120 h View Scheme
参考文献
Fehlhaber, Hans-Wolfram; Snatzke, Guenther; Vlahov, Iontscho
Liebigs Annalen der Chemie, 1987 , p. 637 - 638
反应条件
1: D-(+)-glucuronic acid-γ-lactone With sodium methylate in methanol 2: acetic anhydride With perchloric acid
参考文献
Moench, Bettina; Gebert, Antje; Emmerling, Franziska; Becker, Roland; Nehls, Irene
Carbohydrate Research, 2012 , vol. 352, p. 186 - 190
反应条件
1: NaOMe / 6 h / 20 °C 2: HClO4 / 4 - 20 °C View Scheme
参考文献
Florio, Pas; Thomson, Robin J.; Von Itzstein, Mark
Carbohydrate Research, 2000 , vol. 328, # 4 p. 445 - 448
反应条件
1: D-(+)-glucuronic acid-γ-lactone With sodium methylate in methanol 2: acetic anhydride With perchloric acid
参考文献
Moench, Bettina; Gebert, Antje; Emmerling, Franziska; Becker, Roland; Nehls, Irene
Carbohydrate Research, 2012 , vol. 352, p. 186 - 190
反应条件
1: NaOMe / 6 h / 20 °C 2: HClO4 / 4 - 20 °C View Scheme
参考文献
Florio, Pas; Thomson, Robin J.; Von Itzstein, Mark
Carbohydrate Research, 2000 , vol. 328, # 4 p. 445 - 448
反应条件
1: 78 percent / acid
2: 95 percent / pyridine
3: n-Bu3SnH; AIBN
4: 85 percent / LiAlH4 / tetrahydrofuran
View Scheme
参考文献
Urban, Ernst; Noe, Christian R.
Farmaco, 2003 , vol. 58, # 3 p. 243 - 258
反应条件
1.1: Et3N / 2 h / 20 °C
2.1: 6.43 g / pyridine / 120 h
3.1: 99 percent / Bu3SnOMe / 1,2-dichloro-ethane / 2 h / 90 °C
4.1: K2CO3; molecular sieves 3A / CH2Cl2 / 0.42 h / 0 °C
4.2: 75 percent / CH2Cl2 / 2 h / 0 °C
View Scheme
参考文献
Nakajima, Rika; Ono, Machiko; Aiso, Sadakazu; Akita, Hiroyuki
Chemical and Pharmaceutical Bulletin, 2005 , vol. 53, # 6 p. 684 - 687
反应条件
potassium hydroxide in methanol; N,N-dimethyl-formamide
参考文献
Dax,K. et al.
Justus Liebigs Annalen der Chemie, 1977 , p. 169 - 176
