(3S,4S)-3-己基-4-[(S)-2-羟基十三烷基]-2-氧杂环丁酮合成路线 （共 120 条）
反应条件
1: NaClO2, Na2H2PO4*H2O / various solvent(s); 2-methyl-propan-2-ol; H2O / 1.) 0 deg C, 3 h, 2.) room temp., 30 min 2: 48percent HF / acetonitrile / 5 h / Ambient temperature 3: 89 percent / benzenesulfonyl chloride, pyridine / 0 °C 4: 41 percent / LDA / tetrahydrofuran; hexane / 0.33 h / -78 °C 5: H2 / 10percent Pd-C / ethyl acetate View Scheme
参考文献
Journal of Organic Chemistry, , vol. 58, # 27 p. 7768 - 7781
反应条件
1: NaClO2, NaH2PO4*H2O / various solvent(s); 2-methyl-propan-2-ol; H2O / 1.) 0 deg C, 3 h, 2.) room temp., 30 min 2: 48percent HF / acetonitrile / 5 h / Ambient temperature 3: benzenesulfonyl chloride, pyridine / 0 °C 4: H2 / 10percent Pd-C / ethyl acetate View Scheme
参考文献
Journal of Organic Chemistry, , vol. 58, # 27 p. 7768 - 7781
反应条件
1: 48percent HF / acetonitrile / 5 h / Ambient temperature 2: benzenesulfonyl chloride, pyridine / 0 °C 3: H2 / 10percent Pd-C / ethyl acetate View Scheme
参考文献
Journal of Organic Chemistry, , vol. 58, # 27 p. 7768 - 7781
反应条件
1: 48percent HF / acetonitrile / 5 h / Ambient temperature 2: 89 percent / benzenesulfonyl chloride, pyridine / 0 °C 3: 41 percent / LDA / tetrahydrofuran; hexane / 0.33 h / -78 °C 4: H2 / 10percent Pd-C / ethyl acetate View Scheme
参考文献
Journal of Organic Chemistry, , vol. 58, # 27 p. 7768 - 7781
反应条件
1: 82 percent / DIBAH / CH2Cl2 / 0.5 h / -78 °C 2: TiCl4 / CH2Cl2 / 1.5 h / -78 °C 3: 64 percent / KOH/MeOH / 3 h / Heating 4: 61 percent / benzenesulfonyl chloride / pyridine / 24 h / 0 °C 5: 70 percent / hydrogen / Pd/C (10percent) / tetrahydrofuran / Ambient temperature View Scheme
参考文献
Helvetica Chimica Acta, , vol. 70, # 5 p. 1412 - 1418
反应条件
1: 1.) diisopropylamine, BuLi / 1.) THF, hexane, a) -50 deg C, 15 min, b) RT, 1 h, 2.) -78 deg C, 3 h 2: H2 / 10percent Pd/C / tetrahydrofuran / 760 Torr / Ambient temperature 3: p-TsOH, / CHCl3 / Ambient temperature 4: Jones' reagent / acetone / 1 h / 10 °C 5: 84 percent / H2 / PtO2 / ethyl acetate / 48 h / 37503 Torr / Ambient temperature 6: 73 percent / CF3SO3H / CH2Cl2 / 2 h / 0 - 20 °C 7: 1.) 1 N KOH / 1.) dioxane, water, RT, 5 h, 2.) THF, HMPA, 24 h 8: 73 percent / p-toluenesulfonic acid / CH2Cl2 / 3 h / -10 - 20 °C 9: H2 / 10percent Pd/C / tetrahydrofuran / 4 h / 760 Torr / Ambient temperature 10: benzenesulfonylchloride, pyridine / 0 °C 11: 88 percent / pyridinium p-toluenesulfonate / ethanol / 2 h / 50 - 55 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 53, # 6 p. 1218 - 1221
反应条件
1: p-TsOH, / CHCl3 / Ambient temperature 2: Jones' reagent / acetone / 1 h / 10 °C 3: 84 percent / H2 / PtO2 / ethyl acetate / 48 h / 37503 Torr / Ambient temperature 4: 73 percent / CF3SO3H / CH2Cl2 / 2 h / 0 - 20 °C 5: 1.) 1 N KOH / 1.) dioxane, water, RT, 5 h, 2.) THF, HMPA, 24 h 6: 73 percent / p-toluenesulfonic acid / CH2Cl2 / 3 h / -10 - 20 °C 7: H2 / 10percent Pd/C / tetrahydrofuran / 4 h / 760 Torr / Ambient temperature 8: benzenesulfonylchloride, pyridine / 0 °C 9: 88 percent / pyridinium p-toluenesulfonate / ethanol / 2 h / 50 - 55 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 53, # 6 p. 1218 - 1221
反应条件
1: 84 percent / H2 / PtO2 / ethyl acetate / 48 h / 37503 Torr / Ambient temperature 2: 73 percent / CF3SO3H / CH2Cl2 / 2 h / 0 - 20 °C 3: 1.) 1 N KOH / 1.) dioxane, water, RT, 5 h, 2.) THF, HMPA, 24 h 4: 73 percent / p-toluenesulfonic acid / CH2Cl2 / 3 h / -10 - 20 °C 5: H2 / 10percent Pd/C / tetrahydrofuran / 4 h / 760 Torr / Ambient temperature 6: benzenesulfonylchloride, pyridine / 0 °C 7: 88 percent / pyridinium p-toluenesulfonate / ethanol / 2 h / 50 - 55 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 53, # 6 p. 1218 - 1221
反应条件
1: 1.) 1 N KOH / 1.) dioxane, water, RT, 5 h, 2.) THF, HMPA, 24 h 2: 73 percent / p-toluenesulfonic acid / CH2Cl2 / 3 h / -10 - 20 °C 3: H2 / 10percent Pd/C / tetrahydrofuran / 4 h / 760 Torr / Ambient temperature 4: benzenesulfonylchloride, pyridine / 0 °C 5: 88 percent / pyridinium p-toluenesulfonate / ethanol / 2 h / 50 - 55 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 53, # 6 p. 1218 - 1221
反应条件
1: H2 / 10percent Pd/C / tetrahydrofuran / 760 Torr / Ambient temperature 2: p-TsOH, / CHCl3 / Ambient temperature 3: Jones' reagent / acetone / 1 h / 10 °C 4: 84 percent / H2 / PtO2 / ethyl acetate / 48 h / 37503 Torr / Ambient temperature 5: 73 percent / CF3SO3H / CH2Cl2 / 2 h / 0 - 20 °C 6: 1.) 1 N KOH / 1.) dioxane, water, RT, 5 h, 2.) THF, HMPA, 24 h 7: 73 percent / p-toluenesulfonic acid / CH2Cl2 / 3 h / -10 - 20 °C 8: H2 / 10percent Pd/C / tetrahydrofuran / 4 h / 760 Torr / Ambient temperature 9: benzenesulfonylchloride, pyridine / 0 °C 10: 88 percent / pyridinium p-toluenesulfonate / ethanol / 2 h / 50 - 55 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 53, # 6 p. 1218 - 1221
