(3R,4S)-3-[(4R)-2,2-二甲基-1,3-二氧戊环-4-基]-7,7-二甲基-4-丙-2-烯氧基-2,6,8-三氧杂双环[3.3.0]辛烷合成路线 （共 7 条）
反应条件
1: H2SO4 / H2O / Heating 2: NaOAc View Scheme
参考文献
Tetrahedron, , vol. 58, # 46 p. 9403 - 9411
反应条件
sulfuric acid; sodium acetate 1.) reflux, 3 h, 2.) reflux, 1.5 h; Yield given. Multistep reaction;
参考文献
Chemical and Pharmaceutical Bulletin, , vol. 31, # 5 p. 1632 - 1640
反应条件
N,N'-dimethyl-barbituric acid; tetrakis(triphenylphosphine) palladium(0) in methanol T=40°C;
参考文献
Tsukamoto, Hirokazu; Suzuki, Takamichi; Kondo, Yoshinori
Synlett, 2007 , # 20 p. 3131 - 3136
反应条件
oxygen; copper(l) chloride; palladium dichloride in water; N,N-dimethyl-formamide Ambient temperature0.2 mole PdCl2;
参考文献
Mereyala, Hari Babu; Guntha, Sreenivasulu
Tetrahedron Letters, 1993 , vol. 34, # 43 p. 6929 - 6930
反应条件
chromium(VI) oxide; tert.-butylhydroperoxide in dichloromethane T=20°C; Oxidation; 12 h;
参考文献
Chandrasekhar; Mohanty, Pradyumna K.; Ramachander
Synlett, 1999 , # 7 p. 1063 - 1064
反应条件
1.1: 175 g / acetic acid; H2O / 16 h / 60 °C 2.1: CH2Cl2; pyridine / 1 h / -15 °C 3.1: 179 g / CH2Cl2; pyridine / 20 h / -15 - 20 °C 4.1: NaOMe / methanol; tetrahydrofuran; CH2Cl2 / 3 h / 20 °C 4.2: 78 percent / t-BuOK / dimethylformamide; tetrahydrofuran / 6 h / 0 - 20 °C 5.1: 3.70 g / NH4Cl; NaN3 / dimethylformamide; H2O / 2 h / 80 °C 6.1: 3.84 g / n-tetrabutylammonium iodide; NaH / dimethylformamide / 2.5 h / 0 °C 7.1: 50 percent / 3 percent HCl / 18 h / 20 °C 8.1: 44.1 g / pyridine / CH2Cl2 / 1.6 h / -60 °C 9.1: PPh3 / CH2Cl2 / 4 h / 20 - 45 °C 9.2: K2CO3 / H2O; tetrahydrofuran; methanol / 96 h / 20 °C 9.3: 27.3 g / tetrahydrofuran; methanol; H2O / 7 h / 0 °C 10.1: TFA / dioxane; H2O / 11 h / 20 °C 10.2: 71 percent / NaBH4 / ethanol / 2 h / 0 °C 11.1: imidazole / dimethylformamide / 1 h / 20 °C 12.1: 3.76 g / tetrabutylammonium iodide; NaH / dimethylformamide / 3 h / 0 °C 13.1: 72 percent / sodium acetate / PdCl2 / acetic acid; H2O / 3.5 h / 50 °C 14.1: 87 percent / AcOH; TBAF / tetrahydrofuran / 8 h / 20 °C 15.1: H2 / 10 percent Pd/C / acetic acid; ethanol; H2O / 45 h / 20 °C 15.2: 53 percent / HCl / H2O View Scheme
参考文献
Tetrahedron, , vol. 57, # 32 p. 6915 - 6926
反应条件
1.1: 175 g / acetic acid; H2O / 16 h / 60 °C 2.1: CH2Cl2; pyridine / 1 h / -15 °C 3.1: 179 g / CH2Cl2; pyridine / 20 h / -15 - 20 °C 4.1: NaOMe / methanol; tetrahydrofuran; CH2Cl2 / 3 h / 20 °C 4.2: 78 percent / t-BuOK / dimethylformamide; tetrahydrofuran / 6 h / 0 - 20 °C 5.1: 3.70 g / NH4Cl; NaN3 / dimethylformamide; H2O / 2 h / 80 °C 6.1: 3.84 g / n-tetrabutylammonium iodide; NaH / dimethylformamide / 2.5 h / 0 °C 7.1: 50 percent / 3 percent HCl / 18 h / 20 °C 8.1: 44.1 g / pyridine / CH2Cl2 / 1.6 h / -60 °C 9.1: PPh3 / CH2Cl2 / 4 h / 20 - 45 °C 9.2: K2CO3 / H2O; tetrahydrofuran; methanol / 96 h / 20 °C 9.3: 27.3 g / tetrahydrofuran; methanol; H2O / 7 h / 0 °C 10.1: TFA / dioxane; H2O / 11 h / 20 °C 10.2: 71 percent / NaBH4 / ethanol / 2 h / 0 °C 11.1: imidazole / dimethylformamide / 1 h / 20 °C 12.1: 3.76 g / tetrabutylammonium iodide; NaH / dimethylformamide / 3 h / 0 °C 13.1: 72 percent / sodium acetate / PdCl2 / acetic acid; H2O / 3.5 h / 50 °C 14.1: 87 percent / AcOH; TBAF / tetrahydrofuran / 8 h / 20 °C 15.1: H2 / 10 percent Pd/C / acetic acid; ethanol; H2O / 45 h / 20 °C 15.2: 53 percent / HCl / H2O View Scheme
参考文献
Tetrahedron, , vol. 57, # 32 p. 6915 - 6926
