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: i-Bu2AlH, BF3*OEt2 2: N-chlorosuccinimide, Ph3P 3: 2,6-lutidine 4: AgF, (C5H5)3P, allylpalladium chloride dimer / acetonitrile / 3 h / Ambient temperature 5: 1.) 9-borabicyclo<3.3.1>nonane 2.) 30percent H2O2, 6N NaOH / 1.) THF, RT, 20 h 2.) ethanol, RT, 30 min 6: Ba(OH)2 / ethanol; H2O / 30 h / 80 °C 7: triethylamine / tetrahydrofuran / 20 h / Ambient temperature 8: 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: AgF, (C5H5)3P, allylpalladium chloride dimer / acetonitrile / 3 h / Ambient temperature 2: 1.) 9-borabicyclo<3.3.1>nonane 2.) 30percent H2O2, 6N NaOH / 1.) THF, RT, 20 h 2.) ethanol, RT, 30 min 3: Ba(OH)2 / ethanol; H2O / 30 h / 80 °C 4: triethylamine / tetrahydrofuran / 20 h / Ambient temperature 5: 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.) 9-borabicyclo<3.3.1>nonane 2.) 30percent H2O2, 6N NaOH / 1.) THF, RT, 20 h 2.) ethanol, RT, 30 min 2: Ba(OH)2 / ethanol; H2O / 30 h / 80 °C 3: triethylamine / tetrahydrofuran / 20 h / Ambient temperature 4: 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: 73 percent / triethylamine / CH2Cl2 / 0 °C 2: H2 / Pd, C (5percent) / toluene / 28 h / 15200 Torr / Ambient temperature 3: 1.) 48percent aq. HBr, 2.) 33percent NaOH / 1.) 80 deg C, 20 h, 2.) water, THF, 24 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 58, # 15 p. 4010 - 4012
反应条件
1: conc. HCl / 22 h / 40 °C 2: 73 percent / triethylamine / CH2Cl2 / 0 °C 3: H2 / Pd, C (5percent) / toluene / 28 h / 15200 Torr / Ambient temperature 4: 1.) 48percent aq. HBr, 2.) 33percent NaOH / 1.) 80 deg C, 20 h, 2.) water, THF, 24 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 58, # 15 p. 4010 - 4012
反应条件
1: 1.) NH3, 2.) NaOH / 1.) water, a) 65-70 deg C, 0.75 h, b) reflux, 0.5 h, 2.) water, 60 deg C, 6 h 2: conc. HCl / 22 h / 40 °C 3: 73 percent / triethylamine / CH2Cl2 / 0 °C 4: H2 / Pd, C (5percent) / toluene / 28 h / 15200 Torr / Ambient temperature 5: 1.) 48percent aq. HBr, 2.) 33percent NaOH / 1.) 80 deg C, 20 h, 2.) water, THF, 24 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 58, # 15 p. 4010 - 4012
反应条件
1: H2 / Pd, C (5percent) / toluene / 28 h / 15200 Torr / Ambient temperature 2: 1.) 48percent aq. HBr, 2.) 33percent NaOH / 1.) 80 deg C, 20 h, 2.) water, THF, 24 h View Scheme
参考文献
Journal of Organic Chemistry, , vol. 58, # 15 p. 4010 - 4012
反应条件
1.1: TiCl4 / CH2Cl2 / 0.5 h 1.2: 75 percent / BH3-pyridine complex / tetrahydrofuran / 1 h / -78 °C 2.1: 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: toluene / 4 h 2: 94 percent / 6N HCl / diethyl ether / 6 h / Ambient temperature 3: NaBH4 / methanol 4: H2 / 10 percent Pd/C / methanol 5: DMAP / CHCl3 6: 92 percent / 1N NaOH / dioxane View Scheme
参考文献
Tetrahedron Letters, , vol. 40, # 4 p. 775 - 776
反应条件
1: NaBH4 / methanol 2: H2 / 10 percent Pd/C / methanol 3: DMAP / CHCl3 4: 92 percent / 1N NaOH / dioxane View Scheme
参考文献
Tetrahedron Letters, , vol. 40, # 4 p. 775 - 776
