5-O-(4,4-二甲氧基三苯甲游基)-2-脱氧鸟苷合成路线 (共 28 条)
反应条件
1: 91 percent / 3-chloroperbenzoic acid / CH2Cl2 / 1 h / 0 °C
2: pyridine / acetonitrile / 0.5 h
3: pyridine / acetonitrile / 0.58 h
4: NH4F / methanol / 0.05 h
5: 66 percent / pyridine / 16 h
6: 1M DBU / acetonitrile / 0 h
View Scheme
参考文献
Beier, Markus; Pfleiderer, Wolfgang
Helvetica Chimica Acta, 1999 , vol. 82, # 4 p. 633 - 644
反应条件
ethylenediamine in ammonium hydroxide; ethanol; acetonitrile
0.5 h; Yield given;
参考文献
Zhou, Yuanzhong; Ts'o, Paul O. P.
Nucleosides and Nucleotides, 1996 , vol. 15, # 10 p. 1635 - 1648
反应条件
1: 88 percent / pyridine / 1 h / 20 °C
2: conc. NH4OH / dioxane / 24 h / 50 °C
View Scheme
参考文献
Roelen, H. C. P. F.; Brugghe, H. F.; Elst, H. van den; Klein, J. C.; Marel, G. A. van der; Boom, J. H. van
Recueil des Travaux Chimiques des Pays-Bas, 1992 , vol. 111, p. 227 - 234
反应条件
1: 95 percent / pyridine / 0.25 h / Ambient temperature
2: 100 percent / conc. NH4OH-Py / 10 h / Ambient temperature
View Scheme
参考文献
Kamimura, Takashi; Thuchiya, Masahiko; Koura, Kohji; Sekine, Mitsuo; Hata, Tsujiaki
Tetrahedron Letters, 1983 , vol. 24, # 27 p. 2775 - 2778
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene in N,N-dimethyl-formamide; acetonitrile
study of deprotection rate (t1/2 = 30 min); Kinetics;
参考文献
Wagner; Pfleiderer
Helvetica Chimica Acta, 1997 , vol. 80, # 1 p. 200 - 212
反应条件
pyridine; ammonium hydroxide
Ambient temperature; Product distribution;
参考文献
Kamimura, Takashi; Thuchiya, Masahiko; Koura, Kohji; Sekine, Mitsuo; Hata, Tsujiaki
Tetrahedron Letters, 1983 , vol. 24, # 27 p. 2775 - 2778
反应条件
1: N-methylimidazole (NMI) / pyridine / 0.5 h / 20 °C
2: 81 percent / 4-(dimethylamino)pyridine (DMAP), triethylamine / CH2Cl2 / 16 h
3: 71 percent / N-methylpyrrolidine, 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / CH2Cl2 / 20 h / 20 °C
4: 85 percent / NH3 / methanol / 16 h / 0 - 5 °C
5: 54 percent / TFA / CH2Cl2 / 0.17 h
View Scheme
参考文献
Roelen, H. C. P. F.; Brugghe, H. F.; Elst, H. van den; Klein, J. C.; Marel, G. A. van der; Boom, J. H. van
Recueil des Travaux Chimiques des Pays-Bas, 1992 , vol. 111, p. 227 - 234
反应条件
1: N-methylimidazole (NMI) / pyridine / 0.5 h / 20 °C
2: 81 percent / 4-(dimethylamino)pyridine (DMAP), triethylamine / CH2Cl2 / 16 h
3: 66 percent / N-methylpyrrolidine, 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / CH2Cl2 / 20 h / 20 °C
4: 88 percent / NH3 / methanol / 16 h / 0 - 5 °C
5: 49 percent / TFA / CH2Cl2 / 0.17 h
View Scheme
参考文献
Roelen, H. C. P. F.; Brugghe, H. F.; Elst, H. van den; Klein, J. C.; Marel, G. A. van der; Boom, J. H. van
Recueil des Travaux Chimiques des Pays-Bas, 1992 , vol. 111, p. 227 - 234