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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
3-脱氧胞苷
合成路线
（共 47 条）
6554-10-5
5’-O-三苯甲基尿苷
→
反应条件
7057-33-2
3-脱氧胞苷
反应条件
1: 43 percent / DBU / acetonitrile / 15 h / Ambient temperature 2: 65 percent / DMAP / acetonitrile / 20 h / Ambient temperature 3: AIBN, Bu3SnH / toluene / 3 h / 85 °C 4: TBAF / tetrahydrofuran / 4 h / 75 °C 5: 81 percent / ZnBr2 / CH2Cl2; methanol / 0.33 h 6: 80 percent / pyridine / 20 h / Ambient temperature 7: 69 percent / o-chlorophenylphosphorodichloridate / pyridine / 48 h / Ambient temperature 8: 75 percent / NH4OH / dioxane / 2.5 h / Ambient temperature 9: 82 percent / NaOEt / 24 h / Ambient temperature View Scheme
参考文献
Rhie; Pfleiderer
Nucleosides and Nucleotides, 1994 , vol. 13, # 6-7 p. 1425 - 1452
173601-08-6
→
反应条件
7057-33-2
3-脱氧胞苷
反应条件
sodium methylate T=50°C; 3 h;
参考文献
Saneyoshi; Kohsaka-Ichikawa; Yahata; Kimura; Izuta; Yamaguchi
Chemical and Pharmaceutical Bulletin, 1995 , vol. 43, # 11 p. 2005 - 2009
130860-12-7
2’-O-(叔-丁基二甲基硅烷基)-3’-脱氧-5’-O-三苯甲基尿苷
→
反应条件
7057-33-2
3-脱氧胞苷
反应条件
1: TBAF / tetrahydrofuran / 4 h / 75 °C 2: 81 percent / ZnBr2 / CH2Cl2; methanol / 0.33 h 3: 80 percent / pyridine / 20 h / Ambient temperature 4: 69 percent / o-chlorophenylphosphorodichloridate / pyridine / 48 h / Ambient temperature 5: 75 percent / NH4OH / dioxane / 2.5 h / Ambient temperature 6: 82 percent / NaOEt / 24 h / Ambient temperature View Scheme
参考文献
Rhie; Pfleiderer
Nucleosides and Nucleotides, 1994 , vol. 13, # 6-7 p. 1425 - 1452
117136-35-3
2’-O-(叔-丁基二甲基硅烷基)-5’-O-三苯甲基尿苷
→
反应条件
7057-33-2
3-脱氧胞苷
反应条件
1: 71 percent / DMAP / acetonitrile / 20 h / Ambient temperature 2: AIBN, Bu3SnH / toluene / 3 h / 85 °C 3: TBAF / tetrahydrofuran / 4 h / 75 °C 4: 81 percent / ZnBr2 / CH2Cl2; methanol / 0.33 h 5: 80 percent / pyridine / 20 h / Ambient temperature 6: 69 percent / o-chlorophenylphosphorodichloridate / pyridine / 48 h / Ambient temperature 7: 75 percent / NH4OH / dioxane / 2.5 h / Ambient temperature 8: 82 percent / NaOEt / 24 h / Ambient temperature View Scheme
参考文献
Rhie; Pfleiderer
Nucleosides and Nucleotides, 1994 , vol. 13, # 6-7 p. 1425 - 1452
130860-11-6
2'-O-(叔-丁基二甲基硅烷基)-3'-O-(苯氧基硫代羰基)-5'-O-三苯甲基尿苷
→
反应条件
7057-33-2
3-脱氧胞苷
反应条件
1: AIBN, Bu3SnH / toluene / 3 h / 85 °C 2: TBAF / tetrahydrofuran / 4 h / 75 °C 3: 81 percent / ZnBr2 / CH2Cl2; methanol / 0.33 h 4: 80 percent / pyridine / 20 h / Ambient temperature 5: 69 percent / o-chlorophenylphosphorodichloridate / pyridine / 48 h / Ambient temperature 6: 75 percent / NH4OH / dioxane / 2.5 h / Ambient temperature 7: 82 percent / NaOEt / 24 h / Ambient temperature View Scheme
参考文献
Rhie; Pfleiderer
Nucleosides and Nucleotides, 1994 , vol. 13, # 6-7 p. 1425 - 1452
114827-12-2
→
反应条件
7057-33-2
3-脱氧胞苷
+
58526-07-1
1-(3-脱氧呋喃戊糖基)胞嘧啶
反应条件
sodium tetrahydroborate; magnesium methanolate in methanol; benzene T=65°C; 1.5 h; Title compound not separated from byproducts;
参考文献
Kawana, Masajiro; Yamasaki, Noritsugu; Nishikawa, Masahiro; Kuzuhara, Hiroyoshi
Chemistry Letters, 1987 , p. 2419 - 2422
161110-11-8
→
反应条件
7057-33-2
3-脱氧胞苷
反应条件
sodium ethanolate 24 h; Ambient temperature;
参考文献
Rhie; Pfleiderer
Nucleosides and Nucleotides, 1994 , vol. 13, # 6-7 p. 1425 - 1452
22224-42-6
→
反应条件
7057-33-2
3-脱氧胞苷
反应条件
1: 83 percent / SnCl4 / acetonitrile / 20 °C 2: 55 percent / 3,6-dimethyl-9-methylcarbazole; Mg(ClO4)2 / propan-2-ol; H2O / Photolysis 3: 80 percent / NH3 / methanol / 100 °C View Scheme
参考文献
Wang, Zhiwei; Prudhomme, Daniel R.; Buck, Jason R.; Park, Minnie; Rizzo, Carmelo J.
Journal of Organic Chemistry, 2000 , vol. 65, # 19 p. 5969 - 5985
23583-55-3
→
反应条件
7057-33-2
3-脱氧胞苷
反应条件
1: 55 percent / 3,6-dimethyl-9-methylcarbazole; Mg(ClO4)2 / propan-2-ol; H2O / Photolysis 2: 80 percent / NH3 / methanol / 100 °C View Scheme
参考文献
Wang, Zhiwei; Prudhomme, Daniel R.; Buck, Jason R.; Park, Minnie; Rizzo, Carmelo J.
Journal of Organic Chemistry, 2000 , vol. 65, # 19 p. 5969 - 5985
22224-41-5
1,3,5-三苯甲酰基-D-呋喃核糖
→
反应条件
7057-33-2
3-脱氧胞苷
反应条件
1: 92 percent / 2,6-lutidine / CH2Cl2 / 10 h / 20 °C 2: 83 percent / SnCl4 / acetonitrile / 20 °C 3: 55 percent / 3,6-dimethyl-9-methylcarbazole; Mg(ClO4)2 / propan-2-ol; H2O / Photolysis 4: 80 percent / NH3 / methanol / 100 °C View Scheme
参考文献
Wang, Zhiwei; Prudhomme, Daniel R.; Buck, Jason R.; Park, Minnie; Rizzo, Carmelo J.
Journal of Organic Chemistry, 2000 , vol. 65, # 19 p. 5969 - 5985
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