β-D-呋喃核糖-1,2,3,5-四乙酸酯合成路线 （共 86 条）
反应条件
benzenesulfonamide; trimethylsilyl trifluoromethanesulfonate; ammonia; water 1.) DCE, 80 deg C, 15 min, 2.) toluene, 80 deg C, 2 h, 3.) room temperature, 24 h; Yield given. Multistep reaction;
参考文献
Robins, Morris J.; Zou, Ruiming; Guo, Zhiqiang; Wnuk, Stanislaw F.
Journal of Organic Chemistry, 1996 , vol. 61, # 26 p. 9207 - 9212
反应条件
1: 5-aza-cytosine With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane in acetonitrile 20 h; Heating / reflux; 2: (2R,3R,4R,5S)-4,5-bis(acetyloxy)-2-[(acetyloxy)methyl]tetrahydro-3-furanyl acetate With trimethylsilyl trifluoromethanesulfonate in acetonitrile T=20°C; 20 h; 3: With sodium methylate; sodium hydrogencarbonate more than 3 stages;
参考文献
Ionescu, Dumitru; Blumbergs, Peter
Patent: US2004/186283 A1, 2004 ;
Location in patent: Page 8 ;
反应条件
1: With tin(IV) chloride in 1,2-dichloro-ethane T=5 - 20°C; 2.25 h; 2: With water; sodium hydrogencarbonate in 1,2-dichloro-ethane T=15 - 20°C; 0.5 h; Product distribution / selectivity;
参考文献
CHEMAGIS LTD.
Patent: WO2009/16617 A2, 2009 ;
Location in patent: Page/Page column 15-16 ;
反应条件
1: 1,1,1,3,3,3-hexamethyl-disilazane; trimethylsilyl trifluoromethanesulfonate; 3-keto-2H,3H-1,2-benzisothiazole 1,1-dioxide / acetonitrile / |Microwave irradiation 2: ammonia / methanol / 20 °C View Scheme
参考文献
Parmenopoulou, Vanessa; Chatzileontiadou, Demetra S.M.; Manta, Stella; Bougiatioti, Stamatina; Maragozidis, Panagiotis; Gkaragkouni, Dimitra-Niki; Kaffesaki, Eleni; Kantsadi, Anastassia L.; Skamnaki, Vassiliki T.; Zographos, Spyridon E.; Zounpoulakis, Panagiotis; Balatsos, Nikolaos A.A.; Komiotis, Dimitris; Leonidas, Demetres D.
Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 24 p. 7184 - 7193
反应条件
1: 1,1,1,3,3,3-hexamethyl-disilazane; trimethylsilyl trifluoromethanesulfonate; 3-keto-2H,3H-1,2-benzisothiazole 1,1-dioxide / acetonitrile / |Microwave irradiation 2: ammonia / methanol / 20 °C View Scheme
参考文献
Parmenopoulou, Vanessa; Chatzileontiadou, Demetra S.M.; Manta, Stella; Bougiatioti, Stamatina; Maragozidis, Panagiotis; Gkaragkouni, Dimitra-Niki; Kaffesaki, Eleni; Kantsadi, Anastassia L.; Skamnaki, Vassiliki T.; Zographos, Spyridon E.; Zounpoulakis, Panagiotis; Balatsos, Nikolaos A.A.; Komiotis, Dimitris; Leonidas, Demetres D.
Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 24 p. 7184 - 7193
反应条件
toluene-4-sulfonic acid 0.075 h; microwave irradiation;
参考文献
Qu, Guirong; Liu, Qibin
Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005 , vol. 44, # 1 p. 196 - 197
反应条件
1: 95 percent / CF3SO3SiMe3 / acetonitrile / reflux, 1h; rt, 16 h 2: 1,8-diazabicyclo<5.4.0>undec-7-ene / acetonitrile 3: hydrogen / Pd/C / 16 h / 3102.9 Torr / Ambient temperature 4: NH3 / methanol / 16 h / Ambient temperature View Scheme
参考文献
Raju, Natarajan; Robins, Roland K.; Vaghefi, Morteza M.
Journal of the Chemical Society, Chemical Communications, 1989 , # 2 p. 1769 - 1770
反应条件
1: 6-aminopurine With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane 2.5 h; Heating; 2: (2R,3R,4R,5S)-4,5-bis(acetyloxy)-2-[(acetyloxy)methyl]tetrahydro-3-furanyl acetate With trimethylsilyl trifluoromethanesulfonate in acetonitrile T=20°C; 1.33333 h;
参考文献
Tetrahedron, , vol. 62, # 43 p. 10123 - 10129
反应条件
1.1: hexamethyldisilazane; (NH4)2SO4 / 2.5 h / Heating 1.2: 36 percent / trimethylsilyl triflate / acetonitrile / 1.33 h / 20 °C 2.1: p-toluenesulfonic acid monohydrate / chlorobenzene / 2.5 h / 150 °C View Scheme
参考文献
Framski, Grzegorz; Gdaniec, Zofia; Gdaniec, Maria; Boryski, Jerzy
Tetrahedron, 2006 , vol. 62, # 43 p. 10123 - 10129
反应条件
1: 98 percent / trimethylsilylazide, stannic chloride / CH2Cl2 / 48 h / Ambient temperature 2: 90 percent / sodium / 12 h / Ambient temperature View Scheme
参考文献
Farmaco, , vol. 47, # 5 p. 525 - 536
