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: zinc chloride 2: Raney nickel; aqueous ethanol 3: NH3; methanol View Scheme
参考文献
Lemieux; Brice
Canadian Journal of Chemistry, 1955 , vol. 33, p. 109,116, 117
反应条件
1.1: boron trifluoride diethyl etherate 2.1: sodium methylate 3.1: sodium hydride / N,N-dimethyl-formamide 4.1: bis-(phenyl)-sulfoxide; 2,4,6-tri-tert-butylpyrimidine; trifluoromethylsulfonic anhydride / dichloromethane / 0.25 h / -40 °C / |Inert atmosphere 4.2: 3 h / -40 - 20 °C / |Inert atmosphere 4.3: 0.25 h / 20 °C / |Inert atmosphere View Scheme
参考文献
Buda, Szymon; Golebiowska, Patrycja; Mlynarski, Jacek
European Journal of Organic Chemistry, 2013 , # 19 p. 3988 - 3991
反应条件
1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C / |Inert atmosphere 2: methanol; sodium methylate / 20 °C / pH 10 - 11 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
hydrazinium monoacetate in N,N-dimethyl-formamide T=60°C; 0.666667 h;
参考文献
Das, Saibal Kumar; Reddy, K. Anantha; Mukkanti
Carbohydrate Research, 2007 , vol. 342, # 15 p. 2309 - 2315
反应条件
anhydrous guanidine in ethanol; dichloromethane 1 h; deacetylation;
参考文献
Kunesch, Nicole; Miet, Christine; Poisson, Jacques
Tetrahedron Letters, 1987 , vol. 28, # 31 p. 3569 - 3572
反应条件
tin(IV) chloride in dichloromethane T=20°C; 19 h; Inert atmosphere;
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
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
trimethylsilyl trifluoromethanesulfonate in dichloromethane 12 h;
参考文献
Wang, Haixing; Su, Fuqin; Zhou, Liang; Chen, Xiaoguang; Lei, Pingsheng
Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 10 p. 2796 - 2800
反应条件
1: glucose pentaacetate; octanol With zinc(II) chloride T=115°C; 0.05 h; microwave irradiation; 2: acetic anhydride With pyridine T=20°C; Further stages.;
参考文献
Ferlin, Nadege; Grassi, Diego; Ojeda, Carlos; Castro, Mariano J.L.; Grand, Eric; Fernandez Cirelli, Alicia; Kovensky, Jose
Carbohydrate Research, 2008 , vol. 343, # 5 p. 839 - 847
反应条件
4 A molecular sieve; tin(IV) chloride in dichloromethane T=20°C; 4 h;
参考文献
Droz, Anne Sophie; Neidlein, Ulf; Anderson, Sally; Seiler, Paul; Diederich, Francois
Helvetica Chimica Acta, 2001 , vol. 84, # 8 p. 2243 - 2289