1,2,3,4,6-alpha-D-葡萄糖五乙酸酯合成路线 （共 153 条）
反应条件
1: HBr; acetic acid / CH2Cl2 / 2.5 h / 20 °C 2: Et3N; Bu4NBr / 1,2-dichloro-ethane / 16 h / 75 °C View Scheme
参考文献
Dong, Li; Roosenberg II, John M.; Miller, Marvin J.
Journal of the American Chemical Society, 2002 , vol. 124, # 50 p. 15001 - 15005
反应条件
1.1: tin(IV) chloride / dichloromethane / 19 h / 20 °C / |Inert atmosphere 2.1: sodium methylate / methanol / 18 h / 20 °C / |Inert atmosphere 2.2: Dowex-H+ resin / 1 h / 20 °C / |Inert atmosphere View Scheme
参考文献
Barry, Conor S.; Cocinero, Emilio J.; Carcabal, Pierre; Gamblin, David P.; Stanca-Kaposta, E. Cristina; Remmert, Sarah M.; Fernandez-Alonso, Maria C.; Rudic, Svemir; Simons, John P.; Davis, Benjamin G.
Journal of the American Chemical Society, 2013 , vol. 135, # 45 p. 16895 - 16903
反应条件
trimethylsilylazide; tin(IV) chloride in dichloromethane T=20°C; 2 h;
参考文献
Cagnoni, Alejandro J.; Varela, Oscar; Gouin, Sebastien G.; Kovensky, Jose; Uhrig, Maria Laura
Journal of Organic Chemistry, 2011 , vol. 76, # 9 p. 3064 - 3077
反应条件
1: 35percent HBr / acetic acid 2: TDA-1, aq. K2CO3 / CH2Cl2 / 15 h / 40 °C 3: TDA-1, aq. K2CO3 / CH2Cl2 / 24 h / Heating 4: 1.) Br2, 2.) aq. AcOH / 1.) CCl4, 20 deg C, 1 h, 2.) r.t., 10 h 5: 95 percent / NaBH4 / tetrahydrofuran; methanol / 1.5 h / 20 °C 6: 100 percent / NaOMe / methanol / 3 h View Scheme
参考文献
Daubresse, Nicolas; Francesch, Charlette; Mhamdi, Farida; Rolando, Christian
Synthesis, 1998 , # 2 p. 157 - 161
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 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: 99 percent / HBr; AcOH / CH2Cl2 / 0 - 20 °C 2: 68 percent / Ag2CO3; I2 / CH2Cl2 / 15 h / 20 °C 3: 99 percent / NaOMe; MeOH / 20 °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
tin(IV) chloride in dichloromethane T=20°C; 16 h;
参考文献
Sugawara, Fumio; Nakayama, Haruhiko; Strobel, Gary A.; Ogawa, Tomoya
Agricultural and Biological Chemistry, 1986 , vol. 50, # 9 p. 2251 - 2260
反应条件
1: I2; HMDS / CH2Cl2 / 6 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
sodium azide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate in dichloromethane
参考文献
Parekh, Harendra S.; Marano, Robert J.; Rakoczy, Elizabeth P.; Blanchfield, Joanne; Toth, Istvan
Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 14 p. 4775 - 4780
反应条件
1: HBr / acetic acid 2: Ag imidazolate, ZnCl2, molecular sieves 3: NaOMe / methanol View Scheme
参考文献
Melvin; McNeill; Henderson; Herbert
Tetrahedron Letters, 1999 , vol. 40, # 6 p. 1201 - 1202
