(3R,3AS,6AR)-六氢呋喃并[2,3-B]呋喃-3-醇合成路线 (共 53 条)
反应条件
1: potassium tert-butylate / -10 °C 2: triethylamine 3: lithium aluminium tetrahydride / tetrahydrofuran 4: ozone View Scheme
参考文献
ACS Medicinal Chemistry Letters, , vol. 2, # 4 p. 298 - 302
反应条件
sodium hydroxide in tetrahydrofuran; water T=30°C; 0.5 h;
参考文献
Organic Process Research and Development, , vol. 15, # 1 p. 279 - 283
反应条件
1.1: MeOH / 3 h / 0 - 5 °C 1.2: aq. H2SO4 / methanol / 0 - 5 °C 2.1: LiBH4 / tetrahydrofuran / 2.5 h / 50 °C 2.2: 76 percent / aq. HCl / tetrahydrofuran / 2 h / -10 °C View Scheme
参考文献
Organic Letters, , vol. 7, # 26 p. 5917 - 5920
反应条件
1.1: LiBH4 / tetrahydrofuran / 2.5 h / 50 °C 1.2: 76 percent / aq. HCl / tetrahydrofuran / 2 h / -10 °C View Scheme
参考文献
Organic Letters, , vol. 7, # 26 p. 5917 - 5920
反应条件
1.1: DBU / methanol / 18 h / 20 °C 2.1: MeOH / 3 h / 0 - 5 °C 2.2: aq. H2SO4 / methanol / 0 - 5 °C 3.1: LiBH4 / tetrahydrofuran / 2.5 h / 50 °C 3.2: 76 percent / aq. HCl / tetrahydrofuran / 2 h / -10 °C View Scheme
参考文献
Organic Letters, , vol. 7, # 26 p. 5917 - 5920
反应条件
1.1: DBU / methanol / 3 h / 20 °C 2.1: LiBH4 / tetrahydrofuran / 2.5 h / 50 °C 2.2: 76 percent / aq. HCl / tetrahydrofuran / 2 h / -10 °C View Scheme
参考文献
Organic Letters, , vol. 7, # 26 p. 5917 - 5920
反应条件
1: benzophenone / 4 h / 0 °C / UV-irradiation 2: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 3: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 4: triphenylphosphine; diisopropyl azodicarboxylate / benzene / 1.5 h / 23 °C 5: 326 mg / LiOH; Et3N / methanol; H2O / 2 h / 23 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 69, # 23 p. 7822 - 7829
反应条件
1: 97 percent / H2SO4 / methanol / 2 h / 23 °C 2: benzophenone / 4 h / 0 °C / UV-irradiation 3: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 4: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 5: triphenylphosphine; diisopropyl azodicarboxylate / benzene / 1.5 h / 23 °C 6: 326 mg / LiOH; Et3N / methanol; H2O / 2 h / 23 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 69, # 23 p. 7822 - 7829
反应条件
1: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 2: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 3: triphenylphosphine; diisopropyl azodicarboxylate / benzene / 1.5 h / 23 °C 4: 326 mg / LiOH; Et3N / methanol; H2O / 2 h / 23 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 69, # 23 p. 7822 - 7829
反应条件
1: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 2: triphenylphosphine; diisopropyl azodicarboxylate / benzene / 1.5 h / 23 °C 3: 326 mg / LiOH; Et3N / methanol; H2O / 2 h / 23 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 69, # 23 p. 7822 - 7829