1-乙酰基-2,3,5-三苯甲酰氧基-1-beta-D-呋喃核糖合成路线 （共 164 条）
反应条件
1: 74 percent / SnCl4 / acetonitrile / 1 h / 20 °C 2: 53 percent / ammonia / methanol / 96 h / 20 °C View Scheme
参考文献
Khaled, Amira; Ivannikova, Tatiana; Auge, Claudine
Carbohydrate Research, 2004 , vol. 339, # 16 p. 2641 - 2649
反应条件
2: dicyclohexyl carbodiimide / acetonitrile; tetrahydrofuran / 2 h / Ambient temperature 3: NH3 / acetonitrile; tetrahydrofuran / 1 h / 0 °C 4: 63 percent / ammonia / methanol / 24 h / Ambient temperature View Scheme
参考文献
Hosmane, Ramachandra S.; Bhan, Anila; Karpel, Richard L.; Siriwardane, Upali; Hosmane, Narayan S.
Journal of Organic Chemistry, 1990 , vol. 55, # 23 p. 5882 - 5890
反应条件
chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane in acetonitrile Substitution;
参考文献
LaFrancois, Christopher J.; Fujimoto, June; Sowers, Lawrence C.
Chemical Research in Toxicology, 1998 , vol. 11, # 1 p. 75 - 83
反应条件
1: With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate in acetonitrile T=130°C; Vorbrueggen glycosylation; 0.0833333 h; microwave irradiation; 2: With ammonia in methanol T=50°C; 16 h;
参考文献
Bookser, Brett C.; Raffaele, Nicholas B.
Journal of Organic Chemistry, 2007 , vol. 72, # 1 p. 173 - 179
反应条件
1: 18 percent / SnCl4 / 1,2-dichloro-ethane / 2 h / 0 °C 2: NH3 / methanol View Scheme
参考文献
Bookser, Brett C.; Raffaele, Nicholas B.
Journal of Organic Chemistry, 2007 , vol. 72, # 1 p. 173 - 179
反应条件
1: With tin(IV) chloride in 1,2-dichloro-ethane T=0°C; 2: With tetrabutyl ammonium fluoride in tetrahydrofuran T=20°C; 3: With ammonia in methanol T=20°C; Title compound not separated from byproducts;
参考文献
Gulyaeva, Irma V.; Neuvonen, Kari; Loennberg, Harri; Rodionov, Andrei A.; Shcheveleva, Elena V.; Bobkov, Georgii V.; Efimtseva, Ekaterina V.; Mikhailov, Sergey N.
Nucleosides, Nucleotides and Nucleic Acids, 2004 , vol. 23, # 12 p. 1849 - 1864
反应条件
1: With tin(IV) chloride in 1,2-dichloro-ethane T=0°C; 1.5 h; 2: With tetrabutyl ammonium fluoride in tetrahydrofuran T=20°C; 0.75 h; 3: With ammonia in methanol T=20°C; 72 h; Title compound not separated from byproducts;
参考文献
Gulyaeva, Irma V.; Neuvonen, Kari; Loennberg, Harri; Rodionov, Andrei A.; Shcheveleva, Elena V.; Bobkov, Georgii V.; Efimtseva, Ekaterina V.; Mikhailov, Sergey N.
Nucleosides, Nucleotides and Nucleic Acids, 2004 , vol. 23, # 12 p. 1849 - 1864
反应条件
1: 86 percent / tert-butyldimethylsilyl triflate 2: 98 percent / NaOMe / methanol 3: 95 percent / p-toluenesulfonic acid monohydrate / 1,2-dichloro-ethane / 1.33 h / 65 °C 4: 75 percent / NaH / 1,2-dimethoxy-ethane / 1.) r.t., 20 min, 2.) 65 deg C, 18 h 5: 96 percent / 66percent aq. dichloroacetic acid / 3 h / 9 °C 6: 82 percent / PPh3, I2, imidazole / toluene; acetonitrile / 0.5 h / 65 °C 7: 68 percent / aq. ammonium cerium(IV) nitrate / acetonitrile / 3 h / Ambient temperature View Scheme
参考文献
Luzzio, Frederick A.; Menes, Michael E.
Journal of Organic Chemistry, 1994 , vol. 59, # 24 p. 7267 - 7272
反应条件
1: N,O-bis(trimethylsilyl)acetamide; trimethylsilyl triflate / acetonitrile / 0.08 h / 130 °C / microwave irradiation 2: NH3 / methanol / 16 h / 50 °C View Scheme
参考文献
Bookser, Brett C.; Raffaele, Nicholas B.
Journal of Organic Chemistry, 2007 , vol. 72, # 1 p. 173 - 179
反应条件
methanol; sodium; tin(IV) chloride 1.) 1,2-dichloroethane, 20 h room temperature; 2.) MeOH, reflux 1 h; Yield given. Multistep reaction;
参考文献
Sugiura; Furuya; Furukawa
Chemical and Pharmaceutical Bulletin, 1988 , vol. 36, # 9 p. 3253 - 3256
