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
1.1: 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 View Scheme
参考文献
METASIGNAL THERAPEUTICS INC.; SUPURAN, Claudiu; DEDHAR, Shoukat; CARTA, Fabrizio; WINUM, Jean-Yves; MCDONALD, Paul C; UNIVERSITE MONTPELLIER 2 SCIENCES ET TECHNIQUES; CNRS - DIRE
Patent: WO2012/70024 A1, 2012 ;
反应条件
1: hydrogen bromide; acetic acid / dichloromethane / 1 h / |Cooling with ice 2: acetone / 2.5 h / 60 °C / |Molecular sieve; |Inert atmosphere 3: sodium disulfite / water; dichloromethane / 1 h / |Inert atmosphere; |Reflux View Scheme
参考文献
Vo, Quan V.; Trenerry, Craige; Rochfort, Simone; Hughes, Andrew B.
Tetrahedron, 2013 , vol. 69, # 41 p. 8731 - 8737
反应条件
1: BF3*Et2O 2: 68 percent / pyridine / 3 h / 0 °C 3: 89 percent / MS 4 A / CH2Cl2 / 1 h / -78 °C 4: 71 percent / Pd[P(Ph)3]4 / acetic acid / 80 °C 5: 75 percent / DBU / CH2Cl2 / 2 h / 0 °C 6: BF3*Et2O / CH2Cl2 / 25 °C 7: KOH / methanol / reflux View Scheme
参考文献
Ikeda, Tsuyoshi; Miyashita, Hiroyuki; Kajimoto, Tetsuya; Nohara, Toshihiro
Tetrahedron Letters, 2001 , vol. 42, # 12 p. 2353 - 2356
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
METASIGNAL THERAPEUTICS INC.; SUPURAN, Claudiu; DEDHAR, Shoukat; CARTA, Fabrizio; WINUM, Jean-Yves; MCDONALD, Paul C; UNIVERSITE MONTPELLIER 2 SCIENCES ET TECHNIQUES; CNRS - DIRE
Patent: WO2012/70024 A1, 2012 ;
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
pyridine; hydrogen fluoride T=20°C; 4 h; Sealed vial;
参考文献
Steinmann, Andreas; Thimm, Julian; Matwiejuk, Martin; Thiem, Joachim
Macromolecules, 2010 , vol. 43, # 8 p. 3606 - 3612
反应条件
2,4,6-trimethyl-pyridine; hydrogen bromide; acetic anhydride; acetic acid 1) 0 deg C to r.t., 4 h, 2) 14 h, r.t.; Yield given. Multistep reaction;
参考文献
Valerio, Silvia; Iadonisi, Alfonso; Adinolfi, Matteo; Ravida, Alessandra
Journal of Organic Chemistry, 2007 , vol. 72, # 16 p. 6097 - 6106
反应条件
1: hydrogen bromide; acetic acid / 1 h / 20 °C 2: 2,4,6-trimethyl-pyridine / acetonitrile / 20 °C / |Darkness View Scheme
参考文献
Levene; Sobotka
Journal of Biological Chemistry, 1926 , vol. 67, p. 771,775
