D-(+)-核糖酸-1,4-内酯合成路线 （共 50 条）
反应条件
1: 1.) THF, 12 h, reflux, 2.) 7 d 2: 68 percent / 220 °C / 40 Torr 3: 71 percent / pyridine / CH2Cl2 / 14 h / Ambient temperature 4: 63 percent / NaI / acetone / 8 h / Heating 5: Ag2O / CH2Cl2 View Scheme
参考文献
Camps, P.; Cardellach, J.; Font, J.; Ortuno, R. M.; Ponsati, O
Tetrahedron, 1982 , vol. 38, # 15 p. 2395 - 2402
反应条件
1.) THF, reflux; 2.) 220 deg C, 18 Hgmm; Multistep reaction;
参考文献
Camps, P.; Font, J.; Ponsati, O.
Tetrahedron Letters, 1981 , vol. 22, # 15 p. 1471 - 1472
反应条件
1: 1.) hydrochloric acid; 2.) pyridine / 1.) 24 h, room temperature; 2.) acetonitrile, 0 deg C 45 min and 0 deg C 1 h 2: LiAlH4, tetrakis(triphenylphosphine)palladium / dioxane / 0.25 h 3: 80 percent / sodium borohydride / tetrahydrofuran / 55 °C / 2.) methanol 45 min and 1h 4: acetic acid; H2O / 4 h / 50 °C 5: pyridine / Ambient temperature 6: 86 percent / 1.) sodium hydride / dimethylformamide / 1.) 0 deg C 30 min; 2.) 0 deg C 30 min; 3.) room temperature overnight 7: 90 percent / acetic acid; H2O / 1.5 h / 80 °C View Scheme
参考文献
Hoogerhout, P.; Evenberg, D.; Boeckel, C. A. A. van; Poolman, J. T.; Beuvery, E. C.; et al.
Tetrahedron Letters, 1987 , vol. 28, # 14 p. 1553 - 1556
反应条件
1: 94 percent / pyridinium p-toluenesulfonate; sodium sulfate / 1 h / 60 °C 2: 89 percent / tetrahydrofuran / -78 °C 3: 85 percent / L-Selectride; ZnCl2 / CH2Cl2; tetrahydrofuran; diethyl ether / -78 - 20 °C 4: 70 percent / diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 48 h / 4 °C 5: 93 percent / aq. acetic acid / 5 h / 50 °C View Scheme
参考文献
Hanessian, Stephen; Machaalani, Roger
Tetrahedron Letters, 2003 , vol. 44, # 45 p. 8321 - 8323
反应条件
1.1: 1 h / 20 °C / |Large scale 1.2: 10 °C / |Large scale 2.1: pyridine / 4 h / -15 - 20 °C / |Inert atmosphere; |Large scale 3.1: potassium hydroxide / water / 3 h / 20 °C / |Large scale View Scheme
反应条件
1: 84 percent / pyridine / 16 h / 70 °C
2: 79 percent / acetone / 3.5 h / Heating
3: 1.) Ni(Ra), acetone / 1.) reflux, overnight, 2.) THF, reflux, 24 h
View Scheme
参考文献
Camps, P.; Cardellach, J.; Font, J.; Ortuno, R. M.; Ponsati, O
Tetrahedron, 1982 , vol. 38, # 15 p. 2395 - 2402
反应条件
1: 95 percent / pyridine / Ambient temperature
2: N,N-di-isopropylethylamine / tetrahydrofuran / 3 h / -78 °C / influence of alternative bases
View Scheme
参考文献
Attwood, Stephen V.; Barrett, Anthony G.M.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , p. 1315 - 1322
反应条件
Candida antarctica lipase B in acetonitrile
T=35°C; 24 h; Enzymatic reaction; regioselective reaction;
参考文献
Sebrao, Damianni; Sa, Marcus M.; Nascimento, Maria Da Graa
Process Biochemistry, 2011 , vol. 46, # 2 p. 551 - 556
反应条件
Candida antarctica lipase B in acetonitrile
T=35°C; 6 h; Enzymatic reaction; regioselective reaction;
参考文献
Sebrao, Damianni; Sa, Marcus M.; Nascimento, Maria Da Graa
Process Biochemistry, 2011 , vol. 46, # 2 p. 551 - 556
反应条件
Candida antarctica lipase B in acetonitrile
T=35°C; 6 h; Enzymatic reaction; regioselective reaction;
参考文献
Sebrao, Damianni; Sa, Marcus M.; Nascimento, Maria Da Graa
Process Biochemistry, 2011 , vol. 46, # 2 p. 551 - 556
