2-脱氧-2-苯二酰亚胺-1,3,4,6-四-氧-乙酰-β-D-吡喃葡萄糖合成路线 (共 55 条)
反应条件
trimethylsilyl trifluoromethanesulfonate in dichloromethane T=20°C; 48 h;
参考文献
Pozsgay, Vince; Jennings, Harold J.
Tetrahedron Letters, 1987 , vol. 28, # 13 p. 1375 - 1376
反应条件
1: 96 percent / BF3*Et2O / 1,2-dichloro-ethane / 2 h / Ambient temperature 2: 87 percent / NIS, TfOH / diethyl ether; 1,2-dichloro-ethane / 0.08 h / 20 °C 3: potassium tert-butoxide / methanol View Scheme
参考文献
McGeary; Wright; Toth
Journal of Organic Chemistry, 2001 , vol. 66, # 15 p. 5102 - 5105
反应条件
tin(IV) chloride in dichloromethane
参考文献
Sabesan, Subramaniam
Patent: US2006/286149 A1, 2006 ;
Location in patent: Page/Page column 11 ;
反应条件
1: 35 percent / benzylamine / 0.05 h / 0 °C 2: 73 percent / NaH / CH2Cl2 / 0.17 h 3: 65 percent / 0.1M diethylether*borontrifluoride / CH2Cl2 / 1 h / -30 °C View Scheme
参考文献
Zuurmond, H. M.; Klein, P. A. M. van der; Wildt, J. de; Marel, G. A. van der; Boom, J. H. van
Journal of Carbohydrate Chemistry, 1994 , vol. 13, # 2 p. 323 - 340
反应条件
1: 2-deoxy-2-N-phthalimido-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose; ethanethiol With boron trifluoride diethyl etherate in dichloromethane T=0 - 40°C; 19 h; Molecular sieve; 2: With sodium methylate in methanol pH=10; 2 h; 3: benzaldehyde dimethyl acetal With toluene-4-sulfonic acid in acetonitrile T=20°C; pH=3; 2.5 h;
参考文献
EP2669288 A1, ;
Paragraph 0043; 0044 ;
反应条件
1: 72 percent / titanium tetrachloride, 4 Angstroem molecular sieves / CH2Cl2 / 1 h / Ambient temperature 2: 1.) sodium methoxide; 2.) acetic acid; 3.) toluene p-sulfonic acid / 1.) methanol, dichloromethane, room temp., 2 h; 3.) N,N-dimethylformamide, 50 deg C, 1 h View Scheme
参考文献
Carbohydrate research, , vol. 139, p. 105 - 113
反应条件
1: 100 percent / ZnCl2, α,α-dichloromethyl methyl ether / CH2Cl2 / 2 h / 22 °C 2: 64 percent / Hg(CN)2 / 1,2-dichloro-ethane / 1.) 70 deg C, 4 h, 2.) 50 deg C, 16 h 3: BF3*Et2O / toluene / 1 h / 55 °C View Scheme
参考文献
Journal of Organic Chemistry, , vol. 53, # 24 p. 5629 - 5647
反应条件
1: 96 percent / HBr / acetic acid 2: 74 percent / Hg(CN)2 3: 53 percent / aq. HCl / acetone View Scheme
参考文献
ANCORA PHARMACEUTICALS INC.; CAMPBELL, A., Stewart; PLANTE, Obadiah, J.
Patent: WO2012/145626 A1, 2012 ;
反应条件
1: 84 percent / Me3SiOTf / 1,2-dichloro-ethane / 3 h / 0 °C 2: p-TsOH*H2O / dimethylformamide / 20 h / 20 °C 3: 61 percent / NaH / dimethylformamide / 20 h / 20 °C 4: 77 percent / p-TsOH*H2O / methanol; dioxane / 1) 1 h, 60 deg C, 2) 45 min, 85 deg C View Scheme
参考文献
Carbohydrate Research, , vol. 243, # 1 p. 43 - 69
反应条件
1: 84 percent / Me3SiOTf / 1,2-dichloro-ethane / 3 h / 0 °C 2: p-TsOH*H2O / dimethylformamide / 20 h / 20 °C View Scheme
参考文献
Gu, Guofeng; Adabala, Pal John Pal; Szczepina, Monica G.; Borrelli, Silvia; Pinto, B. Mario
Journal of Organic Chemistry, 2013 , vol. 78, # 16 p. 8004 - 8019