(2S,3R,4E)-2-叠氮-4-十八碳烯-1,3-二醇合成路线 （共 62 条）
反应条件
diphenyldisulfane in 1,4-dioxane; hexane Irradiation; Yield given;
参考文献
Journal of Organic Chemistry, , vol. 59, # 26 p. 7944 - 7946
反应条件
1: 1.) pyridine, (CF3CO)2O, 2.) NaN3 / 1.) CH2Cl2, -15 deg C, 15 min; 2.) CH2Cl2, DMF, room temperature, 5 h 2: 75 percent / p-TsOH / methanol; CH2Cl2 / 12 h / Ambient temperature View Scheme
参考文献
Liebigs Annalen der Chemie, , p. 663 - 668
反应条件
1.1: thionyl chloride; triethylamine / CH2Cl2 / 0.5 h / 0 °C 2.1: 1.09 g / sodium periodate; ruthenium(III) chloride trihydrate / CCl4; acetonitrile; H2O / 2 h / 20 °C 3.1: tetrabutylammonium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 2 h / Heating 3.2: 87 percent / sulfuric acid / toluene; tetrahydrofuran; H2O / 1 h / 20 °C 4.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 71, # 22 p. 8661 - 8664
反应条件
1.1: tetrabutylammonium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 2 h / Heating 1.2: 87 percent / sulfuric acid / toluene; tetrahydrofuran; H2O / 1 h / 20 °C 2.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 71, # 22 p. 8661 - 8664
反应条件
1.1: thionyl chloride; triethylamine / CH2Cl2 / 0.5 h / 0 °C 2.1: sodium periodate; ruthenium(III) chloride trihydrate / CCl4; acetonitrile; H2O / 20 °C 3.1: tetrabutylammonium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 2 h / Heating 3.2: 381 mg / hydrochloric acid / toluene / 2 h / 20 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 71, # 22 p. 8661 - 8664
反应条件
1: 21 percent / NaN3 / dimethylsulfoxide / 72 h / Heating 2: 96 percent / p-TsOH*H2O / CH2Cl2; methanol / 14 h View Scheme
参考文献
Chemistry and Physics of Lipids, , vol. 111, # 2 p. 111 - 138
反应条件
n-butyllithium in tetrahydrofuran 5 h; Ambient temperature;
参考文献
Journal of Organic Chemistry, , vol. 63, # 3 p. 510 - 520
反应条件
1: 96 percent / AgOTf; pyridine / 1 h / 20 °C 2: 38 percent / DBU / toluene / 96 h / 80 °C 3: 99 percent / TBAF; AcOH / tetrahydrofuran / 2 h / 0 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 43, # 46 p. 8409 - 8412
反应条件
1: xylene / 16 h / Heating 2: 40 percent / 2.0 M phenyllithium / tetrahydrofuran; cyclohexane; diethyl ether / 2.33 h / -60 - -30 °C 3: pyridine / CH2Cl2 / 3 h / -20 °C 4: sodium azide / dimethylformamide / -20 °C 5: H2O; acetic acid / 45 °C View Scheme
参考文献
Carbohydrate Research, , vol. 158, p. 101 - 112
反应条件
hydrogenchloride in tetrahydrofuran
参考文献
Tetrahedron Letters, , vol. 34, # 7 p. 1191 - 1194
