1α,25-二羟基-2β-(3-羟基丙氧基)维生素D3合成路线 (共 32 条)
反应条件
pyridine; hydrogen fluoride in tetrahydrofuran T=20°C;
参考文献
Hijikuro; Doi; Takahashi
Journal of the American Chemical Society, 2001 , vol. 123, # 16 p. 3716 - 3722
反应条件
tetrabutyl ammonium fluoride in tetrahydrofuran; toluene T=105°C; 2 h;
参考文献
Maeyama, Junji; Hiyamizu, Hiroko; Takahashi, Keisuke; Ishihara, Jun; Hatakeyama, Susumi; Kubodera, Noboru
Heterocycles, 2006 , vol. 70, p. 295 - 307
反应条件
1.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C 2.1: 86 mg / aq. H2O2 / CHCl3 / 0.02 h 3.1: 66 percent / n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -50 °C 4.1: Mg / tetrahydrofuran / 0.5 h / 20 °C 4.2: 89 percent / CuBr*Me2S / tetrahydrofuran / 0.5 h / -10 °C 5.1: 96 percent / HF/pyridine / tetrahydrofuran / 20 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722
反应条件
1.1: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h 2.1: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C 3.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C 4.1: 86 mg / aq. H2O2 / CHCl3 / 0.02 h 5.1: 66 percent / n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -50 °C 6.1: Mg / tetrahydrofuran / 0.5 h / 20 °C 6.2: 89 percent / CuBr*Me2S / tetrahydrofuran / 0.5 h / -10 °C 7.1: 96 percent / HF/pyridine / tetrahydrofuran / 20 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722
反应条件
1.1: Mg / tetrahydrofuran / 0.5 h / 20 °C 1.2: 89 percent / CuBr*Me2S / tetrahydrofuran / 0.5 h / -10 °C 2.1: 96 percent / HF/pyridine / tetrahydrofuran / 20 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722
反应条件
1.1: 97 percent / pyridinium p-toluenesulfonate; pyridinium dichromate / CH2Cl2 / 6 h / 20 °C 2.1: 66 percent / n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -50 °C 3.1: Mg / tetrahydrofuran / 0.5 h / 20 °C 3.2: 89 percent / CuBr*Me2S / tetrahydrofuran / 0.5 h / -10 °C 4.1: 96 percent / HF/pyridine / tetrahydrofuran / 20 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722
反应条件
1.1: 66 percent / n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -50 °C 2.1: Mg / tetrahydrofuran / 0.5 h / 20 °C 2.2: 89 percent / CuBr*Me2S / tetrahydrofuran / 0.5 h / -10 °C 3.1: 96 percent / HF/pyridine / tetrahydrofuran / 20 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722
反应条件
1.1: 83 percent / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C 2.1: 82 percent / CSA; (+)-10-camphorsulfonic acid / methanol / 3 h / 20 °C 3.1: 96 percent / imidazole / dimethylformamide / 3 h / 0 °C 4.1: 88 percent / Me4NOH; aq. NaOH / toluene / 72 h / 20 °C 5.1: 91 percent / LiAlH4 / tetrahydrofuran / 0.25 h / 0 °C 6.1: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h 7.1: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C 8.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C 9.1: 86 mg / aq. H2O2 / CHCl3 / 0.02 h 10.1: 66 percent / n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -50 °C 11.1: Mg / tetrahydrofuran / 0.5 h / 20 °C 11.2: 89 percent / CuBr*Me2S / tetrahydrofuran / 0.5 h / -10 °C 12.1: 96 percent / HF/pyridine / tetrahydrofuran / 20 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722
反应条件
1.1: 96 percent / imidazole / dimethylformamide / 3 h / 0 °C 2.1: 88 percent / Me4NOH; aq. NaOH / toluene / 72 h / 20 °C 3.1: 91 percent / LiAlH4 / tetrahydrofuran / 0.25 h / 0 °C 4.1: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h 5.1: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C 6.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C 7.1: 86 mg / aq. H2O2 / CHCl3 / 0.02 h 8.1: 66 percent / n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -50 °C 9.1: Mg / tetrahydrofuran / 0.5 h / 20 °C 9.2: 89 percent / CuBr*Me2S / tetrahydrofuran / 0.5 h / -10 °C 10.1: 96 percent / HF/pyridine / tetrahydrofuran / 20 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722
反应条件
1.1: 82 percent / CSA; (+)-10-camphorsulfonic acid / methanol / 3 h / 20 °C 2.1: 96 percent / imidazole / dimethylformamide / 3 h / 0 °C 3.1: 88 percent / Me4NOH; aq. NaOH / toluene / 72 h / 20 °C 4.1: 91 percent / LiAlH4 / tetrahydrofuran / 0.25 h / 0 °C 5.1: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h 6.1: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C 7.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C 8.1: 86 mg / aq. H2O2 / CHCl3 / 0.02 h 9.1: 66 percent / n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -50 °C 10.1: Mg / tetrahydrofuran / 0.5 h / 20 °C 10.2: 89 percent / CuBr*Me2S / tetrahydrofuran / 0.5 h / -10 °C 11.1: 96 percent / HF/pyridine / tetrahydrofuran / 20 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722