(6-羟基-2,2-二甲基-3a,5,6,6a-四氢呋喃并[4,5-d][1,3]二氧杂环戊烯-5-基)甲基苯甲酸酯合成路线 （共 16 条）
反应条件
1: CuSO4; H2SO4
2: aq. HCl / 20 °C
3: triethylamine / CH2Cl2 / 3 h / 0 °C
4: 79 percent / PDC / CH2Cl2 / 2 h / Heating
5: NaBH4; ethanol; water / 0 - 20 °C
View Scheme
参考文献
Koth, Daniel; Fiedler, Andrea; Scholz, Sandy; Gottschaldt, Michael
Journal of Carbohydrate Chemistry, 2007 , vol. 26, # 5-6 p. 267 - 278
反应条件
1: aq. HCl / 20 °C
2: triethylamine / CH2Cl2 / 3 h / 0 °C
3: 79 percent / PDC / CH2Cl2 / 2 h / Heating
4: NaBH4; ethanol; water / 0 - 20 °C
View Scheme
参考文献
Koth, Daniel; Fiedler, Andrea; Scholz, Sandy; Gottschaldt, Michael
Journal of Carbohydrate Chemistry, 2007 , vol. 26, # 5-6 p. 267 - 278
反应条件
1: pyridine / 1 h / Ambient temperature
2: pyridine, 80percent aq. hydrazine / 60 h / Ambient temperature
View Scheme
参考文献
Gosselin; Puech; Genu-Dellac; Imbach
Carbohydrate Research, 1993 , vol. 249, # 1 p. 1 - 17
反应条件
hydrazine hydrate
1.) solvent: pyridine, 2.) solvent: pyridine; Yield given. Multistep reaction;
参考文献
Puech, Frederic; Gosselin, Gilles; Imbach, Jean-Louis
Tetrahedron Letters, 1989 , vol. 30, # 24 p. 3171 - 3174
反应条件
1: 82 percent / 4-(dimethylamino)pyridine, diethylaminosulfur trifluoride / CH2Cl2 / 18 h / -10 - 20 °C
2: 47 percent / CH3COOH, H2SO4
3: 1.) bis(trimethylsilyl)acetamide, 2.) trimethylsilyl triflate, 3.) 80percent aq. NH2NH2
4: 61 percent / NH3 / methanol / 48 h / Ambient temperature
View Scheme
参考文献
Puech, Frederic; Gosselin, Gilles; Imbach, Jean-Louis
Tetrahedron Letters, 1989 , vol. 30, # 24 p. 3171 - 3174
反应条件
1: sodium hydride / N,N-dimethyl-formamide / 0 °C
2: sulfuric acid / acetic acid / 24 h / 20 °C
View Scheme
参考文献
Dou, Yan-Hui; Ding, Hai-Xin; Yang, Ru-Chun; Li, Wei; Xiao, Qiang
Chinese Chemical Letters, 2013 , vol. 24, # 5 p. 379 - 382
