2-(乙酰氨基)-2-脱氧-BETA-D-半乳糖 1,3,4,6-四乙酸酯合成路线 （共 60 条）
反应条件
1: 61 percent / 4 Angstroem molecular sieves, SnCl4 / acetonitrile / 14 h / 75 °C 2: NaOMe / methanol / 1 h / Ambient temperature View Scheme
参考文献
Bera, Smritilekha; Linhardt, Robert J.
Journal of Organic Chemistry, 2011 , vol. 76, # 9 p. 3181 - 3193
反应条件
hydrogenchloride; acetic anhydride in diethyl ether T=3°C; 72 h;
参考文献
Traar, Pedro; Belaj, Ferdinand; Francesconi, Kevin A.
Australian Journal of Chemistry, 2004 , vol. 57, # 11 p. 1051 - 1053
反应条件
1.1: 95 percent / TMSOTf / 1,2-dichloro-ethane / 20 h / 50 °C 2.1: CH2=CHCH2ONa / 1 h / 20 °C 2.2: p-TsOH*H2O / 0.25 h / 20 °C View Scheme
参考文献
Aguilera, Begona; Jimenez-Barbero, Jesus; Fernandez-Mayoralas, Alfonso
Carbohydrate Research, 1998 , vol. 308, # 1-2 p. 19 - 27
反应条件
1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 50 °C 1.2: 0.17 h / 20 °C / Inert atmosphere 2.1: dichloromethane / 0.5 h / 20 °C / Molecular sieve 2.2: 19 h / 20 °C 3.1: sodium methylate / methanol / 4 h / 20 °C 3.2: Amberlyst 15 View Scheme
参考文献
Wang, Wenjun; Jin, Chen; Guo, Lina; Liu, Yu; Wan, Yue; Wang, Xin; Li, Lei; Zhao, Wei; Wang, Peng George
Chemical Communications, 2011 , vol. 47, # 40 p. 11240 - 11242
反应条件
1: β-D-GlcNAc tetraacetate With trimethylsilyl trifluoromethanesulfonate; sodium hydrogencarbonate in chloroform; water T=20°C; 5 h; 2: pentan-1-ol With camphor-10-sulfonic acid in 1,2-dichloro-ethane T=60°C; 2 h;
参考文献
Kanebo Cosmetics Inc.
Patent: EP1553101 A1, 2005 ;
Location in patent: Page/Page column 14-15 ;
反应条件
1: 1. BF3*Et2O 2. trimethylsilyl trifluoromethanesulfonate / 1. CH2Cl2, room temperature 2. 1,2-dichloroethane 2: NaOCH3 / methanol 3: 3 g / p-TosOH / acetone / 1 h / Heating 4: barium hydroxide, barium oxide / dimethylformamide 5: 1.89 g / amberlyst 15 (H+) / methanol; H2O / 6 h / Ambient temperature View Scheme
参考文献
Dasgupta, Falguni; Anderson, Laurens
Carbohydrate Research, 1990 , vol. 202, p. 239 - 255
反应条件
1: β-D-GlcNAc tetraacetate With trimethylsilyl trifluoromethanesulfonate; sodium hydrogencarbonate in chloroform; water T=20°C; 5 h; 2: octanol With camphor-10-sulfonic acid; sodium hydrogencarbonate in chloroform; water; 1,2-dichloro-ethane T=60°C; 2 h; 3: With sodium methylate in 1,4-dioxane; methanol T=20°C; 1 h;
参考文献
Kanebo Cosmetics Inc.
Patent: EP1553101 A1, 2005 ;
Location in patent: Page/Page column 12 ;
反应条件
1: 59 percent / FeCl3, 4A molecular sieves / CH2Cl2 / 10 h / Heating 2: 94 percent / methanol. NaOMe / 16 h / Ambient temperature View Scheme
参考文献
Boullanger, Paul; Chevalier, Yves; Croizier, Marie-Christine; Lafont, Dominique; Sancho, Marie-Rose
Carbohydrate Research, 1995 , vol. 278, # 1 p. 91 - 102
反应条件
hydrogenchloride; acetic anhydride in diethyl ether T=3°C; 72 h;
参考文献
Traar, Pedro; Belaj, Ferdinand; Francesconi, Kevin A.
Australian Journal of Chemistry, 2004 , vol. 57, # 11 p. 1051 - 1053
反应条件
1: 1. BF3*Et2O 2. trimethylsilyl trifluoromethanesulfonate / 1. CH2Cl2, room temperature 2. 1,2-dichloroethane 2: NaOCH3 / methanol 3: 3 g / p-TosOH / acetone / 1 h / Heating View Scheme
参考文献
Dasgupta, Falguni; Anderson, Laurens
Carbohydrate Research, 1990 , vol. 202, p. 239 - 255
