3,4,6-三邻乙酰基-alpha-D-吡喃葡萄糖 1,2-(原酸甲酯)合成路线 （共 22 条）
反应条件
1.1: dichloromethane / 0.5 h / Molecular sieve 1.2: 0 °C 2.1: water / tetrahydrofuran; methanol / 0 °C / Inert atmosphere 2.2: 5 h / 40 °C / Inert atmosphere 2.3: Amberlyst .(R). 15 H+ form / 20 °C / Inert atmosphere View Scheme
参考文献
Hayes, John A.; Eccles, Kevin S.; Lawrence, Simon E.; Moynihan, Humphrey A.
Carbohydrate Research, 2012 , vol. 349, p. 108 - 112
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene
参考文献
Soliman, Sameh E.; Bassily, Rafik W.; El-Sokkary, Ramadan I.; Nashed, Mina A.
Carbohydrate Research, 2003 , vol. 338, # 22 p. 2337 - 2340
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene in dichloromethane
T=20°C; 24 h;
参考文献
TIBOTEC BVBA
Patent: WO2004/58787 A2, 2004 ;
Location in patent: Page 29-31 ;
反应条件
1: 1α-hydroxy-2,3,4-triacetyl-α-D-glucopyranuronate methyl ester With 3 A molecular sieve; potassium carbonate in dichloromethane
T=0°C; 0.416667 h;
2: trichloroacetonitrile in dichloromethane
T=0°C; 2 h;
参考文献
Pilgrim, Wayne; Murphy, Paul V.
Journal of Organic Chemistry, 2010 , vol. 75, # 20 p. 6747 - 6755
反应条件
polymer-supported 1,8-diazabicyclo[5.4.0]undec-7-ene in dichloromethane
T=20°C;
参考文献
Tietze, Lutz F.; Schmuck, Kianga; Schuster, Heiko J.; Mueller, Michael; Schuberth, Ingrid
Chemistry - A European Journal, 2011 , vol. 17, # 6 p. 1922 - 1929
反应条件
1: 75 percent / aq. CdCO3 / acetonitrile / 2 h / 70 °C
2: 60 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,2-dichloro-ethane / 1 h / 0 °C
View Scheme
参考文献
Rele, Shyam M.; Iyer, Suri S.; Chaikof, Elliot L.
Tetrahedron Letters, 2007 , vol. 48, # 29 p. 5055 - 5060
反应条件
1: hydrazine acetate / dimethylformamide / 20 h / 55 °C
2: Cs2CO3 / CH2Cl2 / 3 h
View Scheme
参考文献
Kvaerno, Lisbet; Ritter, Tobias; Werder, Moritz; Hauser, Helmut; Carreira, Erick M.
Angewandte Chemie - International Edition, 2004 , vol. 43, # 35 p. 4653 - 4656
反应条件
caesium carbonate in dichloromethane
3 h;
参考文献
Kvaerno, Lisbet; Ritter, Tobias; Werder, Moritz; Hauser, Helmut; Carreira, Erick M.
Angewandte Chemie - International Edition, 2004 , vol. 43, # 35 p. 4653 - 4656
反应条件
1.1: Et3N / 2 h / 20 °C
2.1: 6.43 g / pyridine / 120 h
3.1: 99 percent / Bu3SnOMe / 1,2-dichloro-ethane / 2 h / 90 °C
4.1: K2CO3; molecular sieves 3A / CH2Cl2 / 0.42 h / 0 °C
4.2: 75 percent / CH2Cl2 / 2 h / 0 °C
View Scheme
参考文献
Nakajima, Rika; Ono, Machiko; Aiso, Sadakazu; Akita, Hiroyuki
Chemical and Pharmaceutical Bulletin, 2005 , vol. 53, # 6 p. 684 - 687
反应条件
1.1: 6.43 g / pyridine / 120 h
2.1: 99 percent / Bu3SnOMe / 1,2-dichloro-ethane / 2 h / 90 °C
3.1: K2CO3; molecular sieves 3A / CH2Cl2 / 0.42 h / 0 °C
3.2: 75 percent / CH2Cl2 / 2 h / 0 °C
View Scheme
参考文献
Nakajima, Rika; Ono, Machiko; Aiso, Sadakazu; Akita, Hiroyuki
Chemical and Pharmaceutical Bulletin, 2005 , vol. 53, # 6 p. 684 - 687
