三-O-乙酰基-D- 葡萄烯糖合成路线 (共 170 条)
反应条件
1.1: sodium methylate / methanol / 5 - 20 °C / pH 9 - 9.5 / Industry scale
1.2: 5 h / Reflux; Molecular sieve; Industry scale
1.3: 0 - 20 °C
2.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 20 - 122 °C / Industry scale
3.1: potassium hydroxide / tetrabutylammomium bromide / toluene; 1-methyl-pyrrolidin-2-one / 0 - 20 °C / Industry scale
View Scheme
参考文献
RELIABLE BIOPHARMACEUTICAL CORPORATION; PATEL, Payal Parth; MA, Chun; OHRR, Kevin K.; NADJI, Sourena
Patent: WO2013/115817 A1, 2013 ;
反应条件
1: chlorobenzene / 4 h / Heating
2: aq. NaOH / 3 h / Heating
View Scheme
参考文献
Lauer, Gilbert; Oberdorfer, Franz
Angewandte Chemie, 1993 , vol. 105, # 2 p. 271 - 272
反应条件
1: chlorobenzene / 4 h / Heating
2: aq. NaOH / 3 h / Heating
3: NMO; TPAP; 4A molecular sieves / CH2Cl2 / 1 h / 20 °C
4: CeCl3; NaBH4 / CH2Cl2; methanol / 1 h / -78 °C
View Scheme
参考文献
Marcaurelle; Bertozzi
Journal of the American Chemical Society, 2001 , vol. 123, # 8 p. 1587 - 1595
反应条件
triphenylphosphine hydrobromide in acetonitrile
Ambient temperatureother catalyst, other solvent; stereoselectivity; Product distribution;
参考文献
France, Christopher J.; McFarlane, Ian M.; Newton, Christopher G.; Pitchen, Philippe; Webster, Michael
Tetrahedron Letters, 1993 , vol. 34, # 10 p. 1635 - 1638
反应条件
sodium tetrahydroborate
Yield given. Multistep reaction;
参考文献
Monneret, Claude; Choay, Patrick
Carbohydrate Research, 1981 , vol. 96, p. 299 - 305
反应条件
Zr(4+)*1.2CH3O3P(2-)*0.8C6H5O6PS(2-); lithium bromide in acetonitrile
T=20 - 40°C; 2 h; Inert atmosphere; regioselective reaction;
参考文献
Rosati, Ornelio; Curini, Massimo; Messina, Federica; Marcotullio, Maria Carla; Cravotto, Giancarlo
Catalysis Letters, 2013 , vol. 143, # 2 p. 169 - 175
反应条件
1: 28 percent / N-bromosuccinimide / 3 h / 0 °C
2: methanol; sodium methoxide / 3 h / 20 °C
3: 4.5 g / H2 / Raney nickel / methanol / 24 h
4: 65 percent / p-toluenesulfonic acid / dimethylformamide / 3 h / 60 °C / 20 Torr
5: 100 percent / pyridine / CH2Cl2 / 0.5 h / -15 °C
6: 1.25 g / NaN3 / dimethylformamide / 5 h / 20 °C
View Scheme
参考文献
Daley, Laurent; Roger, Pierre; Monneret, Claude
Journal of Carbohydrate Chemistry, 1997 , vol. 16, # 1 p. 25 - 48
反应条件
1.1: sodium methylate / methanol / 2 h
2.1: bis(tri-n-butyltin)oxide / acetonitrile / 16 h / |Molecular sieve
2.2: 3.25 h / 5 - 20 °C / |Inert atmosphere
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / -20 - 20 °C
View Scheme
参考文献
RELIABLE BIOPHARMACEUTICAL CORPORATION; PATEL, Payal Parth; MA, Chun; OHRR, Kevin K.; NADJI, Sourena
Patent: WO2013/115817 A1, 2013 ;
反应条件
1: sodium carbonate / methanol
2: p-TsOH / dimethylformamide
View Scheme
参考文献
Fetizon, M.; Khac, Duc Do; Tho, Nguyen Dinh
Tetrahedron Letters, 1986 , vol. 27, # 16 p. 1777 - 1780
反应条件
1: sodium carbonate / methanol
2: p-TsOH / dimethylformamide
3: 90 percent / pyridinium dichromate / dimethylformamide / Ambient temperature
View Scheme
参考文献
Fetizon, M.; Khac, Duc Do; Tho, Nguyen Dinh
Tetrahedron Letters, 1986 , vol. 27, # 16 p. 1777 - 1780