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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
5’-O-三苯甲基尿苷
合成路线
(共 11 条)
6554-10-5
5’-O-三苯甲基尿苷
→
反应条件
58-96-8
尿嘧啶核苷
反应条件
ammonium cerium(IV) nitrate; silica gel in dichloromethane T=25°C; detritylation; 1.5 h;
参考文献
Hwu, Jih Ru; Jain, Moti L.; Tsai, Fu-Yuan; Tsay, Shwu-Chen; Balakumar, Arumugham; Hakimelahi, Gholam H.
Journal of Organic Chemistry, 2000 , vol. 65, # 17 p. 5077 - 5088
6554-10-5
5’-O-三苯甲基尿苷
→
反应条件
7057-27-4
3-脱氧尿苷
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 View Scheme
参考文献
Rhie; Pfleiderer
Nucleosides and Nucleotides, 1994 , vol. 13, # 6-7 p. 1425 - 1452
6554-10-5
5’-O-三苯甲基尿苷
→
反应条件
14042-38-7
1-(2,3-环氧-beta-D-来苏呋喃糖基)尿嘧啶
反应条件
1: 1.) MsCl, pyridine 2.) 1 M NaOH / 1.) RT, 2.) dioxane, RT, 3 h 2: 97 percent / Me3SiOTf, Al2O3 / methanol View Scheme
参考文献
Ariza, Xavier; Garces, Josep; Vilarrasa, Jaume
Tetrahedron Letters, 1992 , vol. 33, # 28 p. 4069 - 4072
6554-10-5
5’-O-三苯甲基尿苷
→
反应条件
161110-00-5
N-苯甲酰基-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 10: 77 percent / methanol / 4 h / Heating View Scheme
参考文献
Rhie; Pfleiderer
Nucleosides and Nucleotides, 1994 , vol. 13, # 6-7 p. 1425 - 1452
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
76-83-5
三苯基氯甲烷
+
6554-10-5
5’-O-三苯甲基尿苷
→
反应条件
4710-75-2
3',5'-二-O-三苯甲基尿苷
+
6554-11-6
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene in acetonitrile
参考文献
Rhie; Pfleiderer
Nucleosides and Nucleotides, 1994 , vol. 13, # 6-7 p. 1425 - 1452
6554-10-5
5’-O-三苯甲基尿苷
→
反应条件
86234-45-9
N-苯甲酰基-5'-O-[二(4-甲氧基苯基)(苯基)甲基]-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 10: 77 percent / methanol / 4 h / Heating 11: 78 percent / pyridine / 2 h View Scheme
参考文献
Rhie; Pfleiderer
Nucleosides and Nucleotides, 1994 , vol. 13, # 6-7 p. 1425 - 1452
76-83-5
三苯基氯甲烷
+
6554-10-5
5’-O-三苯甲基尿苷
→
反应条件
4710-75-2
3',5'-二-O-三苯甲基尿苷
+
6554-11-6
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene in acetonitrile
参考文献
Rhie; Pfleiderer
Nucleosides and Nucleotides, 1994 , vol. 13, # 6-7 p. 1425 - 1452
6554-10-5
5’-O-三苯甲基尿苷
→
反应条件
56615-08-8
反应条件
1: (i) Py, (ii) K2CO3, acetone 2: NaN3, NH4Cl / dimethylformamide 3: HCl / diethyl ether; CHCl3; dioxane View Scheme
参考文献
Sasaki,T. et al.
Journal of Organic Chemistry, 1975 , vol. 40, p. 3498 - 3502
6554-10-5
5’-O-三苯甲基尿苷
→
反应条件
5974-93-6
2’,3’-二脱氢-2’,3’-二脱氧尿苷
反应条件
1: 77 percent / tetrahydrofuran / 72 h / Ambient temperature 2: 45 percent / triethyl phosphite / 1 h / 160 °C 3: 40 percent / p-toluenesulfonic acid / CHCl3; methanol / 0.75 h / Ambient temperature View Scheme
参考文献
Mansuri; Starrett Jr.; Wos; Tortolani; Brodfuehrer; Howell; Martin
Journal of Organic Chemistry, 1989 , vol. 54, # 20 p. 4780 - 4785
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