(-)-6beta-羟甲基-7alpha-羟基-顺式-2-氧杂双环[3.3.0]辛-3-酮合成路线 （共 65 条）
反应条件
1: 80 percent / pyridine / 1 h / 0 °C 2: 94 percent / 5percent NaOH / tetrahydrofuran / 24 h / 0 °C 3: 92 percent / conc. sulfuric acid / 1.) 80 deg C, 5 h, 2.) RT, 12 h 4: 6.2 g / sodium / methanol / 0.5 h / 0 °C View Scheme
参考文献
Journal of Organic Chemistry USSR (English Translation), , vol. 26, # 7.1 p. 1274 - 1280
Zhurnal Organicheskoi Khimii, , vol. 26, # 7 p. 1476 - 1484
反应条件
1: 0.95 g / 30percent H2O2, 30 percent KOH / ethanol / 1.) 45 deg C, 1 h, 2.) reflux, 6 h 2: 91 percent / HCL / 0.67 h 3: 80 percent / pyridine / 1 h / 0 °C 4: 94 percent / 5percent NaOH / tetrahydrofuran / 24 h / 0 °C 5: 92 percent / conc. sulfuric acid / 1.) 80 deg C, 5 h, 2.) RT, 12 h 6: 6.2 g / sodium / methanol / 0.5 h / 0 °C View Scheme
参考文献
Journal of Organic Chemistry USSR (English Translation), , vol. 26, # 7.1 p. 1274 - 1280
Zhurnal Organicheskoi Khimii, , vol. 26, # 7 p. 1476 - 1484
反应条件
1.1: potassium dihydrogenphosphate / water / 27 °C / |Inert atmosphere 1.2: 40 h / 27 - 100 °C 2.1: cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 0.5 h / 7 °C / |Inert atmosphere 2.2: -33 - -20 °C 3.1: Lipase PS 'amano’ IM / hexadeuterioacetone / 48 h / 25 °C / |Inert atmosphere 4.1: 1,1,1-triethoxyethane; hydroquinone / water / 36.75 h / 25 - 144 °C 5.1: sulfuric acid / 41 h / 29 - 79 °C 6.1: methanol / 25 - 65 °C View Scheme
反应条件
1.1: cerium(III) chloride heptahydrate / tetrahydrofuran; methanol / 0.5 h / 7 °C / |Inert atmosphere 1.2: -33 - -20 °C 2.1: Lipase PS 'amano’ IM / hexadeuterioacetone / 48 h / 25 °C / |Inert atmosphere 3.1: 1,1,1-triethoxyethane; hydroquinone / water / 36.75 h / 25 - 144 °C 4.1: sulfuric acid / 41 h / 29 - 79 °C 5.1: methanol / 25 - 65 °C View Scheme
反应条件
1: Lipase PS 'amano’ IM / hexadeuterioacetone / 48 h / 25 °C / |Inert atmosphere 2: 1,1,1-triethoxyethane; hydroquinone / water / 36.75 h / 25 - 144 °C 3: sulfuric acid / 41 h / 29 - 79 °C 4: methanol / 25 - 65 °C View Scheme
反应条件
1: 1,1,1-triethoxyethane; hydroquinone / water / 36.75 h / 25 - 144 °C 2: sulfuric acid / 41 h / 29 - 79 °C 3: methanol / 25 - 65 °C View Scheme
反应条件
Wofatit SBW in methanol 2 h; Ambient temperature; Title compound not separated from byproducts;
参考文献
Journal fuer Praktische Chemie (Leipzig), , vol. 330, # 6 p. 893 - 899
反应条件
Wofatit SBW in methanol 2 h; Ambient temperature; Title compound not separated from byproducts;
参考文献
Journal fuer Praktische Chemie (Leipzig), , vol. 330, # 6 p. 893 - 899
反应条件
toluene-4-sulfonic acid Yields of byproduct given;
参考文献
Terinek, Miroslav; Kozmik, Vaclav; Palecek, Jaroslav
Collection of Czechoslovak Chemical Communications, 1997 , vol. 62, # 8 p. 1325 - 1341
反应条件
1: sulfuric acid / 41 h / 29 - 79 °C 2: methanol / 25 - 65 °C View Scheme
