Epothilone D合成路线 （共 263 条）
反应条件
1: TESOTf; 2,6-lutidine / CH2Cl2 / 3 h / 20 °C 2: 380 mg / EDCI; DMAP / CH2Cl2 / 2 h / 20 °C 3: 78 percent / Cl2(PCy3)Ru(=CHPh)[cyclo(CHNMesCH2CH2NMes)] / toluene / 0.17 h / 110 °C 4: 76 percent / KHMDS / tetrahydrofuran; toluene / -78 - -20 °C 5: 97 percent / HF*pyridine / tetrahydrofuran / 3 h / 20 °C 6: 91 percent / TrisNHNH2; Et3N / 1,2-dichloro-ethane / 7 h / 50 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 125, # 10 p. 2899 - 2901
反应条件
1: 95 percent / TPAP; NMO / CH2Cl2 / 0.8 h / 20 °C 2: 78 percent / n-BuLi / tetrahydrofuran; hexane / -78 - -5 °C 3: TESOTf; 2,6-lutidine / CH2Cl2 / 3 h / 20 °C 4: 380 mg / EDCI; DMAP / CH2Cl2 / 2 h / 20 °C 5: 78 percent / Cl2(PCy3)Ru(=CHPh)[cyclo(CHNMesCH2CH2NMes)] / toluene / 0.17 h / 110 °C 6: 76 percent / KHMDS / tetrahydrofuran; toluene / -78 - -20 °C 7: 97 percent / HF*pyridine / tetrahydrofuran / 3 h / 20 °C 8: 91 percent / TrisNHNH2; Et3N / 1,2-dichloro-ethane / 7 h / 50 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 125, # 10 p. 2899 - 2901
反应条件
1: 90 percent / HF*Py / tetrahydrofuran / 3 h / 20 °C 2: 86 percent / potassium diazodicarboxylate; AcOH / CH2Cl2 / Heating View Scheme
参考文献
Journal of the American Chemical Society, , vol. 124, # 33 p. 9825 - 9832
反应条件
1: 86 percent / nanosize Zn; AcOH / tetrahydrofuran / 0.17 h 2: 86 percent / potassium diazodicarboxylate; AcOH / CH2Cl2 / Heating View Scheme
参考文献
Journal of the American Chemical Society, , vol. 124, # 33 p. 9825 - 9832
反应条件
1.1: 83 percent / aq. HCl / 5 h / 90 °C 2.1: 99 percent / imidazole / dimethylformamide / 3 h / 20 °C 3.1: 94 percent / DIBAL / toluene / 1 h / -78 °C 4.1: 68 percent / tetrahydrofuran / -78 - 20 °C 5.1: Hg(OAc)2; water / tetrahydrofuran / 2.5 h 5.2: 60 percent / tetrabutylammonium iodide / tetrahydrofuran; H2O / 2 h 6.1: 100 percent / HF-pyridine / tetrahydrofuran / 12 h / 20 °C 7.1: 96 percent / Et3N; DMAP / CH2Cl2 / 6 h / 20 °C 8.1: 9-BBN / tetrahydrofuran / 1.5 h / 28 °C / microwave irradiation 8.2: 37 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 1 h / 60 °C 9.1: 93 percent / aq. NaOH / methanol / 36 h / 50 °C 10.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 10.2: 90 percent / DMAP / toluene; tetrahydrofuran / 1 h 11.1: 92 percent / HF*pyridine / tetrahydrofuran View Scheme
参考文献
Journal of the American Chemical Society, , vol. 122, # 43 p. 10521 - 10532
反应条件
1.1: 99 percent / imidazole / dimethylformamide / 3 h / 20 °C 2.1: 94 percent / DIBAL / toluene / 1 h / -78 °C 3.1: 68 percent / tetrahydrofuran / -78 - 20 °C 4.1: Hg(OAc)2; water / tetrahydrofuran / 2.5 h 4.2: 60 percent / tetrabutylammonium iodide / tetrahydrofuran; H2O / 2 h 5.1: 100 percent / HF-pyridine / tetrahydrofuran / 12 h / 20 °C 6.1: 96 percent / Et3N; DMAP / CH2Cl2 / 6 h / 20 °C 7.1: 9-BBN / tetrahydrofuran / 1.5 h / 28 °C / microwave irradiation 7.2: 37 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 1 h / 60 °C 8.1: 93 percent / aq. NaOH / methanol / 36 h / 50 °C 9.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 9.2: 90 percent / DMAP / toluene; tetrahydrofuran / 1 h 10.1: 92 percent / HF*pyridine / tetrahydrofuran View Scheme
参考文献
Journal of the American Chemical Society, , vol. 122, # 43 p. 10521 - 10532
反应条件
1.1: 68 percent / tetrahydrofuran / -78 - 20 °C 2.1: Hg(OAc)2; water / tetrahydrofuran / 2.5 h 2.2: 60 percent / tetrabutylammonium iodide / tetrahydrofuran; H2O / 2 h 3.1: 100 percent / HF-pyridine / tetrahydrofuran / 12 h / 20 °C 4.1: 96 percent / Et3N; DMAP / CH2Cl2 / 6 h / 20 °C 5.1: 9-BBN / tetrahydrofuran / 1.5 h / 28 °C / microwave irradiation 5.2: 37 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 1 h / 60 °C 6.1: 93 percent / aq. NaOH / methanol / 36 h / 50 °C 7.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 7.2: 90 percent / DMAP / toluene; tetrahydrofuran / 1 h 8.1: 92 percent / HF*pyridine / tetrahydrofuran View Scheme
参考文献
Journal of the American Chemical Society, , vol. 122, # 43 p. 10521 - 10532
反应条件
1.1: 94 percent / DIBAL / toluene / 1 h / -78 °C 2.1: 68 percent / tetrahydrofuran / -78 - 20 °C 3.1: Hg(OAc)2; water / tetrahydrofuran / 2.5 h 3.2: 60 percent / tetrabutylammonium iodide / tetrahydrofuran; H2O / 2 h 4.1: 100 percent / HF-pyridine / tetrahydrofuran / 12 h / 20 °C 5.1: 96 percent / Et3N; DMAP / CH2Cl2 / 6 h / 20 °C 6.1: 9-BBN / tetrahydrofuran / 1.5 h / 28 °C / microwave irradiation 6.2: 37 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 1 h / 60 °C 7.1: 93 percent / aq. NaOH / methanol / 36 h / 50 °C 8.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 8.2: 90 percent / DMAP / toluene; tetrahydrofuran / 1 h 9.1: 92 percent / HF*pyridine / tetrahydrofuran View Scheme
参考文献
Journal of the American Chemical Society, , vol. 122, # 43 p. 10521 - 10532
反应条件
1.1: 96 percent / Et3N; DMAP / CH2Cl2 / 6 h / 20 °C 2.1: 9-BBN / tetrahydrofuran / 1.5 h / 28 °C / microwave irradiation 2.2: 37 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 1 h / 60 °C 3.1: 93 percent / aq. NaOH / methanol / 36 h / 50 °C 4.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 4.2: 90 percent / DMAP / toluene; tetrahydrofuran / 1 h 5.1: 92 percent / HF*pyridine / tetrahydrofuran View Scheme
参考文献
Journal of the American Chemical Society, , vol. 122, # 43 p. 10521 - 10532
反应条件
1.1: diisopropylethylamine / CH2Cl2 / 0.5 h 2.1: Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C 3.1: 9-BBN / tetrahydrofuran / 1.5 h / 28 °C / microwave irradiation 3.2: 37 percent / K3PO4*3H2O; H2O / PdCl2(dppf) / tetrahydrofuran; dimethylformamide / 1 h / 60 °C 4.1: 93 percent / aq. NaOH / methanol / 36 h / 50 °C 5.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 0.33 h / 20 °C 5.2: 90 percent / DMAP / toluene; tetrahydrofuran / 1 h 6.1: 92 percent / HF*pyridine / tetrahydrofuran View Scheme
参考文献
Journal of the American Chemical Society, , vol. 122, # 43 p. 10521 - 10532
