3,5-双-o-(t-丁基二甲基甲硅烷基)胸腺嘧啶脱氧核苷合成路线 （共 38 条）
反应条件
1: 65 percent / TEA / tetrahydrofuran / 40 h / 75 °C
2: 52 percent / n-BuLi, MeI / tetrahydrofuran; hexane / -78 °C
View Scheme
参考文献
Alauddin, Mian M.; Conti, Peter S.
Tetrahedron, 1994 , vol. 50, # 6 p. 1699 - 1706
反应条件
1: trimethylsilylacetylene With n-butyllithium in hexane; toluene
T=0°C; 0.5 h; Inert atmosphere;
2: ethylaluminum dichloride in hexane; toluene
T=0°C; 0.5 h; Inert atmosphere;
3: 4'-benzenesulfonyl-3',5'-bis-O-(tert-butyldimethylsilyl)thymidine in hexane; toluene
T=0 - 20°C; 1 h; Inert atmosphere; optical yield given as percent de;
参考文献
Shimada, Hisashi; Kikuchi, Satoshi; Okuda, Saori; Haraguchi, Kazuhiro; Tanaka, Hiromichi
Tetrahedron, 2009 , vol. 65, # 31 p. 6008 - 6016
反应条件
copper(II) sulfate in xylene
Heating;
参考文献
Cabral, Nadia L. D.; Thiessen, Luciano Hoeltgebaum; Doboszewski, Bogdan
Nucleosides, Nucleotides and Nucleic Acids, 2008 , vol. 27, # 8 p. 931 - 948
反应条件
in hexane; dichloromethane
T=0 - 20°C; 1 h; optical yield given as percent de;
参考文献
Shimada, Hisashi; Kikuchi, Satoshi; Okuda, Saori; Haraguchi, Kazuhiro; Tanaka, Hiromichi
Tetrahedron, 2009 , vol. 65, # 31 p. 6008 - 6016
反应条件
1.1: 46 percent / NBS; benzoyl peroxide / CCl4 / 1 h / Heating
2.1: n-BuLi / tetrahydrofuran; cyclohexane / 12 h / -40 °C
2.2: 52.5 percent / tetrahydrofuran; cyclohexane / 12 h / -78 °C
3.1: 92 percent / HgCl2; CaCO3 / acetonitrile; H2O / 8 h / Heating
4.1: 74 percent / Et3N; HF / tetrahydrofuran / 10 h / 20 °C
5.1: 73 percent / Irradiation
View Scheme
参考文献
Anderson, Aaron S.; Hwang, Jae-Taeg; Greenberg, Marc M.
Journal of Organic Chemistry, 2000 , vol. 65, # 15 p. 4648 - 4654
反应条件
copper(II) sulfate in xylene
Heating;
参考文献
Cabral, Nadia L. D.; Thiessen, Luciano Hoeltgebaum; Doboszewski, Bogdan
Nucleosides, Nucleotides and Nucleic Acids, 2008 , vol. 27, # 8 p. 931 - 948
反应条件
trifluoroacetic acid in dichloromethane; water
T=20°C; 0.75 h;
参考文献
Tronchet, Jean M. J.; Kovacs, Imre; Dilda, Pierre; Seman, Michel; Andrei, Graciela; Snoeck, Robert; De Clercq, Erik; Balzarini, Jan
Nucleosides, Nucleotides and Nucleic Acids, 2001 , vol. 20, # 12 p. 1927 - 1939
反应条件
1.1: 81 percent / TFA / CH2Cl2; H2O / 4 h / 0 °C
2.1: 91 percent / imidazole / dimethylformamide / 20 °C
3.1: 64 percent / iPrNEt / CH2Cl2 / 96 h / 20 °C
4.1: 20 percent / NBS; benzoyl peroxide / CCl4 / 1 h / 70 °C
5.1: LDA / tetrahydrofuran; toluene; hexane / 2 h / -78 °C
5.2: tetrahydrofuran; toluene; hexane / 3 h / -78 - 0 °C
6.1: 13.0 mg / HF; pyridine / acetonitrile / 0.67 h / -30 °C
7.1: tetrabutylammonium fluoride / tetrahydrofuran / 20 °C
8.1: 55 percent / SnCl4 / CH2Cl2 / 1 h / 0 °C
9.1: splG; DTT; KCl / (S)-adenosylmethionine / various solvent(s) / 12 h / 4 °C
View Scheme
参考文献
Friedel, Marcus G.; Pieck, J. Carsten; Klages, Jochen; Dauth, Christina; Kessler, Horst; Carell, Thomas
Chemistry - A European Journal, 2006 , vol. 12, # 23 p. 6081 - 6094
