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
1.1: SnCl4 / acetonitrile / 20 °C 2.1: NH3 / methanol / 20 °C 3.1: hydrazine monohydrate / 16 h / 20 °C 3.2: 61 percent / sodium nitrite; acetic acid / H2O / 1 h / cooling View Scheme
参考文献
Lioux, Thierry; Gosselin, Gilles; Mathe, Christophe
European Journal of Organic Chemistry, 2003 , # 20 p. 3997 - 4002
反应条件
1.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.25 h / 20 °C 1.2: 73 percent / trimethylsilyl trifluoromethanesulfonate / acetonitrile / 2 h / 60 °C 2.1: 72 percent / CHCl3; ethanol / 0.5 h 3.1: 97 percent / ammonium formate / Pd/C / ethanol / 1 h / Heating 4.1: sodium methoxide / methanol / 1 h / 20 °C 5.1: 0.44 g / methanol / 18 h / Heating View Scheme
参考文献
Porcari, Anthony R.; Townsend, Leroy B.
Nucleosides, Nucleotides and Nucleic Acids, 2004 , vol. 23, # 1-2 p. 31 - 39
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: 15.53 g / SnCl4 / 1,2-dichloro-ethane; CH2Cl2 / 8 °C / Heating 2: 81 percent / NH3 / methanol / 12 h / 20 °C 3: 60 percent / NaN3 / dimethylformamide / 12 h / 110 - 120 °C View Scheme
参考文献
Wang, Peiyuan; Hollecker, Laurent; Pankiewicz, Krzysztof W.; Patterson, Steven E.; Whitaker, Tony; McBrayer, Tamara R.; Tharnish, Phillip M.; Sidwell, Robert W.; Stuyver, Lieven J.; Otto, Michael J.; Schinazi, Raymond F.; Watanabe, Kyoichi A.
Journal of Medicinal Chemistry, 2004 , vol. 47, # 24 p. 6100 - 6103
反应条件
1: 80 percent / SnCl2 / 1,2-dichloro-ethane / 0.03 h 2: H2Se(g), 4-(dimethylamino)pyridine / ethanol / 0.5 h / 23 °C 3: ethanol / 0.5 h 4: NH3 / methanol / 6 h / 100 °C / high pressure View Scheme
参考文献
Cook; McNamara
Journal of Heterocyclic Chemistry, 1986 , vol. 23, # 1 p. 155 - 160
反应条件
1: 98 percent / 1,1,1,3,3,3-hexamethyldisilazane; chlorotrimethylsilane; trimethylsilyl trifluoromethanesulfonate / acetonitrile 2: 60 percent 3: 90 percent / Et3N / H2O / 144 h / 60 °C View Scheme
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 tin(IV) chloride in 1,2-dichloro-ethane T=20°C; 5 h; 2: With sodium hydrogencarbonate in 1,2-dichloro-ethane
参考文献
El-Tayeb, Ali; Qi, Aidong; Mueller, Christa E.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 24 p. 7076 - 7087
反应条件
chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; tin(IV) chloride in acetonitrile T=24°C; 6.5 h;
参考文献
Vorbrueggen, Helmut; Bennua, Baerbel
Chemische Berichte, 1981 , vol. 114, # 4 p. 1279 - 1286
反应条件
1: 1,2-dichloro-ethane 2: stannic chloride / 1 h View Scheme
参考文献
El-Tayeb, Ali; Qi, Aidong; Nicholas, Robert A.; Mueller, Christa E.
Journal of Medicinal Chemistry, 2011 , vol. 54, # 8 p. 2878 - 2890
反应条件
1: SnCl4 / acetonitrile / 6 h 2: 70 percent / NaOCH3 / methanol / 3 h / Ambient temperature View Scheme
参考文献
El-Tayeb, Ali; Qi, Aidong; Mueller, Christa E.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 24 p. 7076 - 7087