(2R,3R,4S)-3-乙酰氨基-4-乙酰氧基-2-((1R,2R)-1,2,3-三乙酰氧基丙基)-3,4-二氢-2H-吡喃-6-羧酸甲酯合成路线 （共 94 条）
反应条件
methanol; sodium methylate 0.5 h; Ambient temperature;
参考文献
Baggett; Marsden
Carbohydrate research, 1982 , vol. 110, # 1 p. 11 - 18
反应条件
1: 1)NaOMe, 2)BaO, tetra-n-butylammonium iodide, KOH / 1)MeOH, room temp., 3h, 2)DMSO, room temp., 18h 2: 96 percent / diethyl ether; methanol / 0 °C 3: 78 percent / N-bromosuccinimide / acetonitrile; H2O / 0.5 h / 60 °C 4: 4.23 g / t-BuOK / 2-methyl-propan-2-ol; tetrahydrofuran / 0 deg C, 2h, then room temp., 1h 5: DBU / toluene / 0 deg C, 2h, then room temp., 30 min. 6: 99 percent / (Me2N)3P, CCl4 / tetrahydrofuran / -78 deg C -> room temp. (3h) View Scheme
参考文献
Ito, Yukishige; Ogawa, Tomoya
Tetrahedron, 1990 , vol. 46, # 1 p. 89 - 102
反应条件
sulfuric acid; acetonitrile
T=50°C; 0.5 h; diastereoselective reaction;
参考文献
Rota, Paola; Agnolin, Irene S.; Allevi, Pietro; Anastasia, Mario
European Journal of Organic Chemistry, 2012 , # 13 p. 2508 - 2510
反应条件
sulfuric acid in acetonitrile
T=80°C; Ritter Amidation; 0.0833333 h; stereoselective reaction;
参考文献
Agnolin, Irene S.; Rota, Paola; Allevi, Pietro; Gregorio, Antonio; Anastasia, Mario
European Journal of Organic Chemistry, 2012 , # 33 p. 6537 - 6547
