2,4,5-三脱氧-4-[[(1,1-二甲基乙氧基)羰基]氨基]-5-苯基-L-苏-戊糖酸合成路线 （共 42 条）
反应条件
1: H2 / 10 percent Pd/C / methanol 2: DMAP / CHCl3 3: 92 percent / 1N NaOH / dioxane View Scheme
参考文献
Tetrahedron Letters, , vol. 40, # 4 p. 775 - 776
反应条件
1: 94 percent / 6N HCl / diethyl ether / 6 h / Ambient temperature 2: NaBH4 / methanol 3: H2 / 10 percent Pd/C / methanol 4: DMAP / CHCl3 5: 92 percent / 1N NaOH / dioxane View Scheme
参考文献
Tetrahedron Letters, , vol. 40, # 4 p. 775 - 776
反应条件
1: 1.) SO3*Py 2: i-Bu2AlH, BF3*OEt2 3: N-chlorosuccinimide, Ph3P 4: 2,6-lutidine 5: AgF, (C5H5)3P, allylpalladium chloride dimer / acetonitrile / 3 h / Ambient temperature 6: 1.) 9-borabicyclo<3.3.1>nonane 2.) 30percent H2O2, 6N NaOH / 1.) THF, RT, 20 h 2.) ethanol, RT, 30 min 7: Ba(OH)2 / ethanol; H2O / 30 h / 80 °C 8: triethylamine / tetrahydrofuran / 20 h / Ambient temperature 9: 55 percent / O2 / PtO2 / dioxane; H2O / 30 h / 55 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 28, # 34 p. 3987 - 3990
反应条件
1: triethylamine / tetrahydrofuran / 20 h / Ambient temperature 2: 55 percent / O2 / PtO2 / dioxane; H2O / 30 h / 55 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 28, # 34 p. 3987 - 3990
反应条件
1.1: carbonyl diimidazole / tetrahydrofuran / 24 h / 20 °C 1.2: 85 percent / tetrahydrofuran / 1 h / -78 °C 2.1: TiCl4 / CH2Cl2 / 0.5 h 2.2: 75 percent / BH3-pyridine complex / tetrahydrofuran / 1 h / -78 °C 3.1: 95 percent / LiOH / tetrahydrofuran; H2O / 24 h View Scheme
参考文献
Organic Letters, , vol. 3, # 3 p. 337 - 340
反应条件
1: 85 percent / 20 percent aq. NaOH, 30 percent aq. H2O2 / RT, 1 h, reflux, 2 h 2: sodium, liquid ammonia / tetrahydrofuran / 3 h / -78 °C 3: 1 M NaOH / dioxane; H2O / 3 h / Ambient temperature View Scheme
参考文献
Heterocycles, , vol. 42, # 2 p. 701 - 722
反应条件
1: sodium, liquid ammonia / tetrahydrofuran / 3 h / -78 °C 2: 1 M NaOH / dioxane; H2O / 3 h / Ambient temperature View Scheme
参考文献
Heterocycles, , vol. 42, # 2 p. 701 - 722
反应条件
sodium hydroxide in 1,4-dioxane; water Yield given;
参考文献
Tetrahedron Letters, , vol. 34, # 32 p. 5127 - 5130
反应条件
1.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.2: 50 percent / tetrahydrofuran / 0.67 h / 0 °C 2.1: (S)-2-methyl-4,5,5-triphenyl-1,3,2-oxazaborolidine; BH3:SMe2 / tetrahydrofuran / 0 °C 3.1: dicyclohexylborane / tetrahydrofuran / 20 °C 3.2: 62 percent / aq. NaHCO3; H2O2 / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 56, # 47 p. 9305 - 9312
反应条件
1.1: (S)-2-methyl-4,5,5-triphenyl-1,3,2-oxazaborolidine; BH3:SMe2 / tetrahydrofuran / 0 °C 2.1: dicyclohexylborane / tetrahydrofuran / 20 °C 2.2: 62 percent / aq. NaHCO3; H2O2 / 20 °C View Scheme
参考文献
Tetrahedron, , vol. 56, # 47 p. 9305 - 9312
