(3R,4S,5S,6S)-1-氮杂-5-(t-丁基二甲基硅烷基氧基甲基)-4-羟基-6-异丙基-3-甲基-7-氧杂双环[3.3.0]-辛烷-2-酮合成路线 （共 11 条）
反应条件
1: 80 percent / tetrahydrofuran / 24 h / -20 °C View Scheme
参考文献
Corey; Reichard, Gregory A.
Journal of the American Chemical Society, 1992 , vol. 114, # 26 p. 10677 - 10678
反应条件
1: 97 percent / imidazole / dimethylformamide / 3.5 h / 23 °C 2: 96 percent / TsOH / benzene / 0.5 h / Heating 3: LiBH4 / tetrahydrofuran; methanol / 24 h / 23 °C 4: DMSO, (COCl)2, Et3N / CH2Cl2 / 1.5 h / -78 °C 5: 1.) LDA / 1.) THF, -78 deg C 6: 87 percent / H2 / Pd/C / ethanol / 24 h / 23 °C View Scheme
参考文献
Corey; Reichard, Gregory A.
Journal of the American Chemical Society, 1992 , vol. 114, # 26 p. 10677 - 10678
反应条件
1: 97 percent / imidazole / dimethylformamide / 3.5 h / 23 °C 2: 96 percent / TsOH / benzene / 0.5 h / Heating 3: LiBH4 / tetrahydrofuran; methanol / 24 h / 23 °C 4: DMSO, (COCl)2, Et3N / CH2Cl2 / 1.5 h / -78 °C 5: 1.) LDA / 1.) THF, -78 deg C 6: 87 percent / H2 / Pd/C / ethanol / 24 h / 23 °C View Scheme
参考文献
Corey; Reichard, Gregory A.
Journal of the American Chemical Society, 1992 , vol. 114, # 26 p. 10677 - 10678
反应条件
1: 91 percent / TfOH / methanol / 6.5 h / 80 °C 2: 97 percent / imidazole / dimethylformamide / 3.5 h / 23 °C 3: 96 percent / TsOH / benzene / 0.5 h / Heating 4: LiBH4 / tetrahydrofuran; methanol / 24 h / 23 °C 5: DMSO, (COCl)2, Et3N / CH2Cl2 / 1.5 h / -78 °C 6: 1.) LDA / 1.) THF, -78 deg C 7: 87 percent / H2 / Pd/C / ethanol / 24 h / 23 °C View Scheme
参考文献
Corey; Reichard, Gregory A.
Journal of the American Chemical Society, 1992 , vol. 114, # 26 p. 10677 - 10678
反应条件
1: DMSO, (COCl)2, Et3N / CH2Cl2 / 1.5 h / -78 °C 2: 1.) LDA / 1.) THF, -78 deg C 3: 87 percent / H2 / Pd/C / ethanol / 24 h / 23 °C View Scheme
参考文献
Corey; Reichard, Gregory A.
Journal of the American Chemical Society, 1992 , vol. 114, # 26 p. 10677 - 10678
反应条件
1: LiBH4 / tetrahydrofuran; methanol / 24 h / 23 °C 2: DMSO, (COCl)2, Et3N / CH2Cl2 / 1.5 h / -78 °C 3: 1.) LDA / 1.) THF, -78 deg C 4: 87 percent / H2 / Pd/C / ethanol / 24 h / 23 °C View Scheme
参考文献
Corey; Reichard, Gregory A.
Journal of the American Chemical Society, 1992 , vol. 114, # 26 p. 10677 - 10678
反应条件
hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal 1.) EtOH, 23 deg C, 22 h, 2.) MeOH, 50 deg C, 24 h; Multistep reaction;
参考文献
Corey; Li, Weidong; Reichard, Gregory A.
Journal of the American Chemical Society, 1998 , vol. 120, # 10 p. 2330 - 2336
反应条件
Yield given. Multistep reaction;
参考文献
Corey, E. J.; Reichard, Gregory, A.; Kania, Robert
Tetrahedron Letters, 1993 , vol. 34, # 44 p. 6977 - 6980
反应条件
1: 48percent HF / acetonitrile / 24 h / 23 °C 2: Et3N, oxalyl chloride, DMSO / CH2Cl2 / 2 h / -78 °C 3: 1.) NaClO2, 20percent aq. NaH2PO4, 2.) 1,3-propanedithiol, HCl / 1.) t-BuOH, 2-methyl-2-butene, 23 deg C, 1 h, 2.) CF3CH2OH, 50-55 deg C, 7.5 h 4: 93 percent / Et3N, bis(2-oxo-3-oxazolidinyl)phosphinic chloride / CH2Cl2 / 0.5 h / 23 °C View Scheme
参考文献
Corey, E. J.; Reichard, Gregory, A.; Kania, Robert
Tetrahedron Letters, 1993 , vol. 34, # 44 p. 6977 - 6980
反应条件
hydrogen fluoride in acetonitrile T=23°C; 9 h;
参考文献
Corey; Reichard, Gregory A.
Journal of the American Chemical Society, 1992 , vol. 114, # 26 p. 10677 - 10678
