(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
sodium hydride in N,N-dimethyl-formamide T=0°C;
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
反应条件
sodium tetrahydroborate in methanol
T=20°C; 3 h; stereoselective reaction;
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
反应条件
1: 79 percent / PDC / CH2Cl2 / 2 h / Heating
2: 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: triethylamine / CH2Cl2 / 3 h / 0 °C
2: 79 percent / PDC / CH2Cl2 / 2 h / Heating
3: 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: 75 percent
2: 65 percent
3: 85 percent / NaBH4 / ethanol; H2O
4: 2.) NH2NH2.H2O / 1.) solvent: pyridine, 2.) solvent: pyridine
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: 70.2 percent / pyridine / 2 h / -20 °C
2: CrO3; pyridine; Ac2O / CH2Cl2 / 0.17 h / 0 °C
3: 11.37 g / NaBH4 / tetrahydrofuran; H2O / 0.25 h / 0 °C
View Scheme
参考文献
Mort, Christopher J. W.; Migaud, Marie E.; Galione, Antony; Potter, Barry V. L.
Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 2 p. 475 - 487
反应条件
1: 93 percent / NaH / dimethylformamide
2: 73 percent / 0.1 M aq. HCl / methanol / 6 h / 20 °C
3: 1.) sodium metaperiodate, 2.) NaBH4 / 1.) H2O, 20 deg C, 1 h, 2.) H2O, 20 deg C, 4 h
4: potassium tert-butoxide / dimethylsulfoxide / 50 °C
5: pyridine
6: HgCl2, HgO / acetone
View Scheme
参考文献
Desai; Gigg
Carbohydrate Research, 1996 , vol. 280, # 2 p. 209 - 221
反应条件
1: potassium tert-butoxide / dimethylsulfoxide / 50 °C
2: pyridine
3: HgCl2, HgO / acetone
View Scheme
参考文献
Desai; Gigg
Carbohydrate Research, 1996 , vol. 280, # 2 p. 209 - 221
反应条件
1: 1.) sodium metaperiodate, 2.) NaBH4 / 1.) H2O, 20 deg C, 1 h, 2.) H2O, 20 deg C, 4 h
2: potassium tert-butoxide / dimethylsulfoxide / 50 °C
3: pyridine
4: HgCl2, HgO / acetone
View Scheme
参考文献
Desai; Gigg
Carbohydrate Research, 1996 , vol. 280, # 2 p. 209 - 221
反应条件
1: 73 percent / 0.1 M aq. HCl / methanol / 6 h / 20 °C
2: 1.) sodium metaperiodate, 2.) NaBH4 / 1.) H2O, 20 deg C, 1 h, 2.) H2O, 20 deg C, 4 h
3: potassium tert-butoxide / dimethylsulfoxide / 50 °C
4: pyridine
5: HgCl2, HgO / acetone
View Scheme
参考文献
Desai; Gigg
Carbohydrate Research, 1996 , vol. 280, # 2 p. 209 - 221
