1,2-O-异亚丙基-alpha-D-呋喃木糖合成路线 （共 87 条）
反应条件
1.1: triethylamine / dichloromethane / 3 h / |Inert atmosphere
2.1: Dess-Martin periodane / dichloromethane / 20 °C / |Inert atmosphere
3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / -10 °C / |Inert atmosphere
3.2: |Inert atmosphere
4.1: trifluoroacetic acid / dichloromethane; water / 0.5 h / 20 °C / |Inert atmosphere
5.1: pyridine / 3.17 h / 0 - 20 °C / |Inert atmosphere
6.1: triethylamine / dichloromethane / 1 h / 20 °C / |Inert atmosphere
7.1: tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / |Inert atmosphere; |Reflux
View Scheme
参考文献
Mandabi, Aviad; Ganin, Hadas; Krief, Pnina; Rayo, Josep; Meijler, Michael M.
Chemical Communications, 2014 , vol. 50, # 40 p. 5322 - 5325
反应条件
1: 66 percent / pyridine / 1 h / 0 °C
2: DMAP / acetonitrile / 2 h / Ambient temperature
3: 72 percent / AIBN, Bu3SnH / toluene / 6 h / 80 °C
4: HCOOH / 2 h / 50 °C
5: pyridine / 2 h / Ambient temperature
6: 1.) hexamethyldisilazane, (NH4)2SO4, 2.) trimethylsilyl triflate / 1.) reflux, 1,2-dichloroethane, RT, 1.5 h
7: 72 percent / NaOEt / 24 h / Ambient temperature
8: 77 percent / methanol / 4 h / Heating
9: 78 percent / pyridine / 2 h
View Scheme
参考文献
Rhie; Pfleiderer
Nucleosides and Nucleotides, 1994 , vol. 13, # 6-7 p. 1425 - 1452
反应条件
1: triethylamine / CH2Cl2 / 3 h / 0 °C
2: 79 percent / PDC / CH2Cl2 / 2 h / Heating
3: NaBH4; ethanol; water / 0 - 20 °C
View Scheme
参考文献
Gosselin; Puech; Genu-Dellac; Imbach
Carbohydrate Research, 1993 , vol. 249, # 1 p. 1 - 17
反应条件
1: 91 percent / pyridine / 5 h
2: 1.) AcOH, Ac2O, H2SO4, 2.) SnCl4, 3.) MeONa
3: 55 percent / PhOCO2Ph, NaHCO3 / 4 h / 140 - 150 °C
4: 85 percent / pyridinium bromide, pyridine / 3 h / Heating
View Scheme
参考文献
Rao, A. V. Rama; Gurjar, Mukund K.; Lalitha, Sista V. S.
Journal of the Chemical Society, Chemical Communications, 1994 , # 10 p. 1255 - 1256
反应条件
1: pyridine
2: ammonia; methanol / 100 °C
View Scheme
参考文献
Helferich; Burgdorf
Tetrahedron, 1958 , vol. 3, p. 274,276
反应条件
1: pyridine / 4 h / 20 °C
2: Dess-Martin periodane / dichloromethane / 5 h / 20 °C
3: sodium tetrahydroborate / methanol / 3 h / 20 °C
4: sodium hydride / N,N-dimethyl-formamide / 0 °C
5: sulfuric acid / acetic acid / 24 h / 20 °C
View Scheme
参考文献
Dou, Yan-Hui; Ding, Hai-Xin; Yang, Ru-Chun; Li, Wei; Xiao, Qiang
Chinese Chemical Letters, 2013 , vol. 24, # 5 p. 379 - 382
反应条件
pyridine; copper(II) sulfate; N,N-di-methylaminopyridine in dichloromethane; water
参考文献
Alcon Laboratories, Inc.
Patent: US6025392 A1, 2000 ;
反应条件
triethylamine in dichloromethane
T=0°C;
参考文献
Johnson; Bhumralkar; De Clercq
Nucleosides and Nucleotides, 1995 , vol. 14, # 1-2 p. 185 - 194
反应条件
Candida antarctica lipase B immobilized on polyacrylate in tetrahydrofuran
T=40°C; 1.16667 h; Reagent/catalystSolvent; regioselective reaction;
参考文献
Arya, Anu; Mathur, Divya; Tyagi, Abhilash; Kumar, Rajesh; Kumar, Vinod; Olsen, Carl E.; Saxena, Rajendra K.; Prasad, Ashok K.
Nucleosides, Nucleotides and Nucleic Acids, 2013 , vol. 32, # 12 p. 646 - 659
参考文献
Mota, Antonio J.; Robles, Rafael; De Cienfuegos, Luis Alvarez; Lamenca, Alberto
Tetrahedron Letters, 2004 , vol. 45, # 17 p. 3349 - 3353
