1,2,3,4,6-D-葡萄糖五乙酸酯合成路线 （共 84 条）
反应条件
1: hydrogen bromide; acetic acid / 12 h / 20 °C / Inert atmosphere 2: acetic acid; zinc / water / -20 - 0 °C / Inert atmosphere 3: methanol; sodium methylate / 20 °C / Inert atmosphere 4: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 4 h / 0 - 60 °C / Inert atmosphere View Scheme
参考文献
Vedachalam, Seenuvasan; Tan, Shi Min; Teo, Hui Ping; Cai, Shuting; Liu, Xue-Wei
Organic Letters, 2012 , vol. 14, # 1 p. 174 - 177
反应条件
1.1: morpholine / dichloromethane / 20 °C / Inert atmosphere 2.1: dichloromethane / 1 h / 0 °C / Inert atmosphere 2.2: 0.5 h / 0 °C / Inert atmosphere 3.1: boron trifluoride dimethyl etherate / dichloromethane / 20 °C / Inert atmosphere 4.1: methanol; sodium methylate / 0.5 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 54, # 24 p. 8271 - 8277
反应条件
1: 1,2,3,4,6-penta-O-acetyl-D-galactopyranose With thiourea in acetonitrile 0.25 h; Heating; 2: methyl iodide With triethylamine in acetonitrile T=20°C; 3 h;
参考文献
Tiwari, Pallavi; Agnihotri, Geetanjali; Misra, Anup Kumar
Journal of Carbohydrate Chemistry, 2005 , vol. 24, # 7 p. 723 - 732
反应条件
1: I2; HMDS / CH2Cl2 / 3 h / 20 °C 2: CH2Cl2 / 20 °C View Scheme
参考文献
Mukhopadhyay, Balaram; Kartha, K.P. Ravindranathan; Russell, David A.; Field, Robert A.
Journal of Organic Chemistry, 2004 , vol. 69, # 22 p. 7758 - 7760
反应条件
1.1: 62.8 percent / ammonium carbonate / dimethylformamide / 22 h / 30 °C 2.1: 83.9 percent / Cs2CO3 / CH2Cl2 / 30 h / 20 °C 3.1: molecular sieves 4 Angstroem / 1,2-dichloro-ethane / 1.5 h / 20 °C 3.2: 66.2 percent / trimethylsilyl triflate / 1,2-dichloro-ethane / 0.25 h / -18 °C 4.1: acetic acid; H2O / 45 °C 5.1: pyridine 6.1: 89.7 percent / Na / methanol / 1.5 h View Scheme
参考文献
Bukowski, Ralph; Morris, Laura M.; Woods, Robert J.; Weimar, Thomas
European Journal of Organic Chemistry, 2001 , # 14 p. 2697 - 2705
反应条件
1: dichloromethyl methyl ether, boron trifluoride 2: 40 percent / hexamethylphosphoric acid triamide / 40 deg C, 6 h; r.t. 3: 1 M sodium methoxide / methanol View Scheme
参考文献
Apparu, Maecel; Blanc-Muesser, Michele; Defaye, Jacques; Driguez, Hugues
Canadian Journal of Chemistry, 1981 , vol. 59, p. 314 - 320
反应条件
1: pyridine; hydrogen fluoride / -20 - 20 °C 2: methanol; sodium methylate / 20 °C 3: sodium hydroxide; Thermus nonproteolyticus HG102 E338A mutant; glycine / N,N-dimethyl-formamide / 48 h / 45 °C / pH 8.8 / |Enzymatic reaction View Scheme
参考文献
Wei, Jinhua; Lv, Xun; Lue, Yang; Yang, Gangzhu; Fu, Lifeng; Yang, Liu; Wang, Jianjun; Gao, Jianhui; Cheng, Shuihong; Duan, Qian; Jin, Cheng; Li, Xuebing
European Journal of Organic Chemistry, 2013 , # 12 p. 2414 - 2419
反应条件
1: 30percent HBr in acetic acid / 1.5 h / Ambient temperature 2: zinc dust / aq. acetic acid / 1 h / 0 °C 3: NH3 / methanol / 15 h / Ambient temperature View Scheme
参考文献
Vedachalam, Seenuvasan; Tan, Shi Min; Teo, Hui Ping; Cai, Shuting; Liu, Xue-Wei
Organic Letters, 2012 , vol. 14, # 1 p. 174 - 177
反应条件
1: pyridine; hydrogen fluoride / -20 - 20 °C 2: methanol; sodium methylate / 20 °C 3: sodium hydroxide; Thermus nonproteolyticus HG102 E338A mutant; glycine / aq. buffer / 48 h / 45 °C / pH 8.8 / |Enzymatic reaction View Scheme
参考文献
Wei, Jinhua; Lv, Xun; Lue, Yang; Yang, Gangzhu; Fu, Lifeng; Yang, Liu; Wang, Jianjun; Gao, Jianhui; Cheng, Shuihong; Duan, Qian; Jin, Cheng; Li, Xuebing
European Journal of Organic Chemistry, 2013 , # 12 p. 2414 - 2419
反应条件
1: 62.8 percent / ammonium carbonate / dimethylformamide / 22 h / 30 °C 2: 83.9 percent / Cs2CO3 / CH2Cl2 / 30 h / 20 °C View Scheme
参考文献
Altamore, Timothy M.; Fernandez-Garcia, Christian; Gordon, Andrew H.; Huebscher, Tina; Promsawan, Netnapa; Ryadnov, Maxim G.; Doig, Andrew J.; Woolfson, Derek N.; Gallagher, Timothy
Angewandte Chemie - International Edition, 2011 , vol. 50, # 47 p. 11167 - 11171
