(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: DIBAL-H 2: ZnCl2 / CH2Cl2 / 60 h / 20 °C 3: 190 mg / aq. HF / acetonitrile / 7 h / 0 - 23 °C View Scheme
参考文献
Organic Letters, , vol. 8, # 20 p. 4497 - 4500
反应条件
1: 74 percent / PhSO2Cl; pyridine / 48 h / 0 °C 2: 70 percent / TBAF; AcOH / tetrahydrofuran / 4 h / 0 °C View Scheme
参考文献
Organic letters, , vol. 2, # 16 p. 2405 - 2407
反应条件
1: BuLi / tetrahydrofuran / 1 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: 89.2 percent / various solvent(s) / 72 h / Ambient temperature 2: BuLi / tetrahydrofuran / 1 h / -78 °C 3: TiCl4 / CH2Cl2 / 1.5 h / -78 °C 4: 64 percent / KOH/MeOH / 3 h / Heating 5: 61 percent / benzenesulfonyl chloride / pyridine / 24 h / 0 °C 6: 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: TiCl4 / CH2Cl2 / 1.5 h / -78 °C 2: 64 percent / KOH/MeOH / 3 h / Heating 3: 61 percent / benzenesulfonyl chloride / pyridine / 24 h / 0 °C 4: 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: 64 percent / KOH/MeOH / 3 h / Heating 2: 61 percent / benzenesulfonyl chloride / pyridine / 24 h / 0 °C 3: 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
10 palladium on activated charcoal; hydrogen in ethanol T=20°C; 2 h; Inert atmosphere;
参考文献
Journal of Organic Chemistry, , vol. 77, # 11 p. 4885 - 4901
反应条件
1.1: LDA / tetrahydrofuran / 1 h / -50 °C 1.2: 75 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / -50 - 0 °C 2.1: LiOH; H2O / tetrahydrofuran; methanol / 12 h / 0 - 20 °C 3.1: 210 mg / PhSO2Cl; pyridine / 12 h / 0 °C 4.1: 88 percent / BF3*Et2O; ethane-1,2-dithiol / CH2Cl2 / 1 h / 0 °C View Scheme
参考文献
Synthesis, , # 22 p. 3888 - 3894
反应条件
1: LiOH; H2O / tetrahydrofuran; methanol / 12 h / 0 - 20 °C 2: 210 mg / PhSO2Cl; pyridine / 12 h / 0 °C 3: 88 percent / BF3*Et2O; ethane-1,2-dithiol / CH2Cl2 / 1 h / 0 °C View Scheme
参考文献
Synthesis, , # 22 p. 3888 - 3894
反应条件
1: 210 mg / PhSO2Cl; pyridine / 12 h / 0 °C 2: 88 percent / BF3*Et2O; ethane-1,2-dithiol / CH2Cl2 / 1 h / 0 °C View Scheme
参考文献
Synthesis, , # 22 p. 3888 - 3894
