(3aS,4R,5S,6aR)-(+)-六氢-5-羟基-4-(羟甲基)-2H-环戊并[b]呋喃-2-酮合成路线 （共 58 条）
反应条件
1.1: triphenylphosphine / tetrahydrofuran / 0.25 h / 20 °C / |Inert atmosphere 1.2: 0.17 h / -10 °C / |Inert atmosphere 1.3: 4 h / -10 °C / |Inert atmosphere 2.1: formic acid / 9 h / 50 °C / |Inert atmosphere 3.1: sodium methylate / methanol / 0.5 h / 20 °C / |Inert atmosphere View Scheme
反应条件
1: formic acid / 9 h / 50 °C / |Inert atmosphere 2: sodium methylate / methanol / 0.5 h / 20 °C / |Inert atmosphere View Scheme
反应条件
1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C 2: hydrogenchloride; water / tetrahydrofuran / 6 h / |Reflux View Scheme
参考文献
EP2594569 A1, ;
US2013/217879 A1, ;
反应条件
1: sodium hydrogencarbonate / methanol 2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 14 h / -23 - 20 °C 3: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C 4: hydrogenchloride; water / tetrahydrofuran / 8 h / |Reflux View Scheme
反应条件
1.1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C 2.1: triethylamine / dichloromethane / 1 h / 0 - 5 °C 3.1: 3-chloro-benzenecarboperoxoic acid; disodium hydrogenphosphate / dichloromethane / 2.5 h / -25 °C 3.2: -25 - 20 °C 4.1: titanium tetrachloride / tetrahydrofuran / 3.5 h / -40 - 20 °C 5.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / -20 °C 6.1: toluene-4-sulfonic acid; methanol / 4 h / 0 - 20 °C 7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C 8.1: sodium hydroxide; water / 3.5 h / 72 °C 8.2: 0 °C / pH 6.3 View Scheme
反应条件
1.1: triethylamine / dichloromethane / 1 h / 0 - 5 °C 2.1: 3-chloro-benzenecarboperoxoic acid; disodium hydrogenphosphate / dichloromethane / 2.5 h / -25 °C 2.2: -25 - 20 °C 3.1: titanium tetrachloride / tetrahydrofuran / 3.5 h / -40 - 20 °C 4.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / -20 °C 5.1: toluene-4-sulfonic acid; methanol / 4 h / 0 - 20 °C 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C 7.1: sodium hydroxide; water / 3.5 h / 72 °C 7.2: 0 °C / pH 6.3 View Scheme
反应条件
1.1: 3-chloro-benzenecarboperoxoic acid; disodium hydrogenphosphate / dichloromethane / 2.5 h / -25 °C 1.2: -25 - 20 °C 2.1: titanium tetrachloride / tetrahydrofuran / 3.5 h / -40 - 20 °C 3.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / -20 °C 4.1: toluene-4-sulfonic acid; methanol / 4 h / 0 - 20 °C 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C 6.1: sodium hydroxide; water / 3.5 h / 72 °C 6.2: 0 °C / pH 6.3 View Scheme
反应条件
1.1: titanium tetrachloride / tetrahydrofuran / 3.5 h / -40 - 20 °C 2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / -20 °C 3.1: toluene-4-sulfonic acid; methanol / 4 h / 0 - 20 °C 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C 5.1: sodium hydroxide; water / 3.5 h / 72 °C 5.2: 0 °C / pH 6.3 View Scheme
反应条件
1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / -20 °C 2.1: toluene-4-sulfonic acid; methanol / 4 h / 0 - 20 °C 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C 4.1: sodium hydroxide; water / 3.5 h / 72 °C 4.2: 0 °C / pH 6.3 View Scheme
反应条件
1.1: toluene-4-sulfonic acid; methanol / 4 h / 0 - 20 °C 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C 3.1: sodium hydroxide; water / 3.5 h / 72 °C 3.2: 0 °C / pH 6.3 View Scheme
