1,2,3,4-四苄基-beta-d-吡喃葡萄糖合成路线 （共 20 条）
反应条件
1: aq. NaOMe 2: pyridine / 80 °C 3: NaH / dimethylformamide 4: aq. AcOH / 80 °C View Scheme
参考文献
Sen, Asish K.; Banerji, Nilima
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1989 , vol. 28, # 1-11 p. 818 - 823
反应条件
1: 87 percent / NaH / dimethylformamide / 7 h / 20 °C 2: 88 percent / TBAF / tetrahydrofuran / 9 h / 20 °C View Scheme
参考文献
Berkowitz, David B.; Bose, Mohua; Pfannenstiel, Travis J.; Doukov, Tzanko
Journal of Organic Chemistry, 2000 , vol. 65, # 15 p. 4498 - 4508
反应条件
1: 79 percent / HgO (yellow), HgBr2, drierite / CH2Cl2 / 16 h / Ambient temperature 2: 89 percent / 0.02 M NaOCH3 / methanol / 12 h / Ambient temperature 3: 75 percent / zinc chloride / 48 h 4: 1) KOH / 1.) DMF, cooling 2.) up to r.t., 3 h 5: 87 percent / LiAlH4, AlCl3 / diethyl ether; CH2Cl2 / 2 h / Heating View Scheme
参考文献
SHIRE AG; WHOMSLEY, Rhys; ALLAN, Christine Elizabeth; LUKER, Timothy Jon
Patent: WO2014/2039 A1, 2014 ;
反应条件
aluminium trichloride in diethyl ether; dichloromethane 1 h;
参考文献
Amigues; Greenberg; Ju; Chen; Migaud
Tetrahedron, 2007 , vol. 63, # 40 p. 10042 - 10053
反应条件
1: 89 percent / HBr / CH2Cl2; acetic acid / 3 h / 0 °C 2: 79 percent / HgO (yellow), HgBr2, drierite / CH2Cl2 / 16 h / Ambient temperature 3: 89 percent / 0.02 M NaOCH3 / methanol / 12 h / Ambient temperature 4: 75 percent / zinc chloride / 48 h 5: 1) KOH / 1.) DMF, cooling 2.) up to r.t., 3 h 6: 87 percent / LiAlH4, AlCl3 / diethyl ether; CH2Cl2 / 2 h / Heating View Scheme
参考文献
Sen, Asish K.; Banerji, Nilima
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1989 , vol. 28, # 1-11 p. 818 - 823
反应条件
1: 1) KOH / 1.) DMF, cooling 2.) up to r.t., 3 h 2: 87 percent / LiAlH4, AlCl3 / diethyl ether; CH2Cl2 / 2 h / Heating View Scheme
参考文献
Sen, Asish K.; Banerji, Nilima
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1989 , vol. 28, # 1-11 p. 818 - 823
反应条件
1: 79 percent / HgO (yellow), HgBr2, drierite / CH2Cl2 / 16 h / Ambient temperature 2: 89 percent / 0.02 M NaOCH3 / methanol / 12 h / Ambient temperature 3: 75 percent / zinc chloride / 48 h 4: 1) KOH / 1.) DMF, cooling 2.) up to r.t., 3 h 5: 87 percent / LiAlH4, AlCl3 / diethyl ether; CH2Cl2 / 2 h / Heating View Scheme
参考文献
Sen, Asish K.; Banerji, Nilima
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1989 , vol. 28, # 1-11 p. 818 - 823
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide / 24 h / 20 °C 2.1: acetic acid; acetic anhydride; zinc(II) chloride / 1.5 h 2.2: 5 h View Scheme
参考文献
Qu, Boyi; Li, Xiaocen; Guan, Mei; Li, Xun; Hai, Li; Wu, Yong
European Journal of Medicinal Chemistry, 2014 , vol. 72, p. 110 - 118
反应条件
1: boron trifluoride diethyl etherate / dichloromethane / 20 °C 2: sodium methylate; methanol 3: triethylamine / N,N-dimethyl-formamide / 20 °C 4: sodium hydride / N,N-dimethyl-formamide; mineral oil 5: acetic acid; trifluoroacetic acid / water; dichloromethane / 2 h View Scheme
参考文献
SHIRE AG; WHOMSLEY, Rhys; ALLAN, Christine Elizabeth; LUKER, Timothy Jon
Patent: WO2014/2039 A1, 2014 ;
反应条件
lithium aluminium tetrahydride; aluminium trichloride; ethyl acetate 1.) ether, dichloromethane, reflux, 2 h.; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Fuegedi, Peter; Liptak, Andras; Nanasi, Pal; Szejtli, Jozsef
Carbohydrate Research, 1982 , vol. 104, p. 55 - 68
