(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
sodium methylate in methanol Mitsunobu Displacement; Inert atmosphere; stereoselective reaction;
参考文献
European Journal of Organic Chemistry, , # 31 p. 6228 - 6235
反应条件
camphor-10-sulfonic acid in dichloromethane T=23°C; 12 h; Yield given;
参考文献
Journal of Medicinal Chemistry, , vol. 37, # 16 p. 2506 - 2508
反应条件
1: benzophenone / 9 h / 0 °C / UV-irradiation 2: 89 percent / H2 / Pd/C / methanol / 24 h / 23 °C 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: 98 percent / second generation Grubb's catalyst / CH2Cl2 / 5 h / Heating 2: benzophenone / 9 h / 0 °C / UV-irradiation 3: 89 percent / H2 / Pd/C / methanol / 24 h / 23 °C 4: LiAlH4 / tetrahydrofuran / 4 h / 0 °C 5: 145 mg / HCl / tetrahydrofuran; H2O / 40 h / 23 °C / pH 2 - 3 6: triphenylphosphine; diisopropyl azodicarboxylate / benzene / 1.5 h / 23 °C 7: 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: 89 percent / H2 / Pd/C / methanol / 24 h / 23 °C 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: 1.) O3, 2.) Me2S / 1.) MeOH, CH2Cl2, -78 deg C, 1 h, 2.) MeOH, CH2Cl2, from -78 deg C to RT 2: NaBH4 / ethanol / 2 h / 0 °C View Scheme
参考文献
Journal of medicinal chemistry, , vol. 39, # 17 p. 3278 - 3290
反应条件
1: NaBH4 / ethanol / 2 h / 0 °C View Scheme
参考文献
Journal of medicinal chemistry, , vol. 39, # 17 p. 3278 - 3290
反应条件
1.1: dichloromethane / 12 h / 40 - 50 °C 2.1: ethanol; sodium tetrahydroborate / 8 h / 15 - 60 °C / Inert atmosphere 2.2: 3 h / -10 - 0 °C 3.1: triethylamine / N,N-dimethylaminopyridine 4.1: sodium hydrogencarbonate; water; sodium dihydrogen phosphate dihydrate; CAL-B enzyme / 40 - 45 °C / Enzymatic reaction 5.1: potassium carbonate; methanol / 25 - 35 °C View Scheme
反应条件
immobilized lipase PS-30 in dichloromethane; tert-butyl methyl ether T=20°C; 5 h; Resolution of racemateLarge scale reactionEnzymatic reaction; enantioselective reaction;
参考文献
Organic Process Research and Development, , vol. 15, # 1 p. 279 - 283
反应条件
hydrogenchloride; water in tetrahydrofuran T=2 - 4°C; 20 h; Product distribution / selectivity;
参考文献
WO2008/34598 A1, ;
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