(2S,3S,4R)-2-叠氮基-1,3,4-十八烷三醇合成路线 （共 4 条）
反应条件
lithium aluminium tetrahydride in tetrahydrofuran 1.) 30 min, RT; 2.) 1 h, reflux;
参考文献
Schmidt, Richard R.; Maier, Thomas
Carbohydrate Research, 1988 , vol. 174, p. 169 - 180
反应条件
1.1: 87 percent / triethylamine; 4-dimethylaminopyridine / CH2Cl2; dimethylformamide / 24 h / 20 °C 2.1: thionyl chloride; triethylamine / CH2Cl2 / 0.5 h / 0 °C 3.1: 1.09 g / sodium periodate; ruthenium(III) chloride trihydrate / CCl4; acetonitrile; H2O / 2 h / 20 °C 4.1: tetrabutylammonium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 2 h / Heating 4.2: 87 percent / sulfuric acid / toluene; tetrahydrofuran; H2O / 1 h / 20 °C 5.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C 6.1: 87 percent / sodium borohydride / propan-2-ol / 24 h / Heating View Scheme
参考文献
Van Den Berg, Richard J.B.H.N.; Korevaar, Cornelis G.N.; Van Der Marel, Gijsbert A.; Overkleeft, Herman S.; Van Boom, Jacques H.
Tetrahedron Letters, 2002 , vol. 43, # 46 p. 8409 - 8412
反应条件
1.1: 87 percent / triethylamine; 4-dimethylaminopyridine / CH2Cl2; dimethylformamide / 24 h / 20 °C 2.1: thionyl chloride; triethylamine / CH2Cl2 / 0.5 h / 0 °C 3.1: 1.09 g / sodium periodate; ruthenium(III) chloride trihydrate / CCl4; acetonitrile; H2O / 2 h / 20 °C 4.1: tetrabutylammonium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 2 h / Heating 4.2: 87 percent / sulfuric acid / toluene; tetrahydrofuran; H2O / 1 h / 20 °C 5.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Van Den Berg, Richard J.B.H.N.; Korevaar, Cornelis G.N.; Van Der Marel, Gijsbert A.; Overkleeft, Herman S.; Van Boom, Jacques H.
Tetrahedron Letters, 2002 , vol. 43, # 46 p. 8409 - 8412
反应条件
2,6-dimethylpyridine in tetrahydrofuran; dichloromethane T=0 - 20°C; Inert atmosphere;
参考文献
Enders, Dieter; Terteryan, Violeta; Paleek, Jii
Synthesis, 2010 , # 17 art. no. Z13010SS, p. 2979 - 2984
