5-(羟基甲基)-1-[(2R,5S)-5-(羟基甲基)-2,5-二氢呋喃-2-基]嘧啶-2,4-二酮合成路线 （共 10 条）
反应条件
ammonia in methanol
T=20°C; Deacetylation; 24 h;
参考文献
Gavriliu; Fossey; Fontaine; Benzaria; Ciurea; Delbederi; Lelong; Laduree; Aubertin; Kirn
Nucleosides, Nucleotides and Nucleic Acids, 2000 , vol. 19, # 5-6 p. 1017 - 1031
反应条件
tetrabutyl ammonium fluoride in tetrahydrofuran
1 h;
参考文献
Chung, Raymond; Anderson, Karen S.
Tetrahedron Letters, 2006 , vol. 47, # 47 p. 8361 - 8363
反应条件
1.1: 31 percent / KOH / H2O / 48 h / 60 °C
2.1: AcOH / H2O / 5 h / Heating
3.1: 169 mg / imidazole; DMAP / dimethylformamide / 2 h
4.1: NaOH / dimethylsulfoxide; H2O / 0.33 h / 20 °C
4.2: 41 percent / dimethylsulfoxide; H2O / 1.5 h
5.1: 77 percent / AIBN; Bu3SnH / toluene / 3 h / Heating
6.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h
View Scheme
参考文献
Chung, Raymond; Anderson, Karen S.
Tetrahedron Letters, 2006 , vol. 47, # 47 p. 8361 - 8363
反应条件
1.1: 86 percent / imidazole; DMAP / dimethylformamide / 20 °C
2.1: N-bromosuccinimide; benzoyl peroxide / CCl4 / Heating
3.1: 491 mg / NaHCO3 / H2O; tetrahydrofuran / 20 °C
4.1: 24 percent / imidazole; DMAP / dimethylformamide / 20 °C
5.1: AcOH / H2O / Heating
6.1: NaOH / dimethylsulfoxide; H2O / 0.33 h / 20 °C
6.2: 41 percent / dimethylsulfoxide; H2O / 1.5 h
7.1: 77 percent / AIBN; Bu3SnH / toluene / 3 h / Heating
8.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h
View Scheme
参考文献
Chung, Raymond; Anderson, Karen S.
Tetrahedron Letters, 2006 , vol. 47, # 47 p. 8361 - 8363
反应条件
1.1: 169 mg / imidazole; DMAP / dimethylformamide / 2 h
2.1: NaOH / dimethylsulfoxide; H2O / 0.33 h / 20 °C
2.2: 41 percent / dimethylsulfoxide; H2O / 1.5 h
3.1: 77 percent / AIBN; Bu3SnH / toluene / 3 h / Heating
4.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h
View Scheme
参考文献
Chung, Raymond; Anderson, Karen S.
Tetrahedron Letters, 2006 , vol. 47, # 47 p. 8361 - 8363
反应条件
1.1: 73 percent / p-toluenesulfonic acid monohydrate / acetone
2.1: 31 percent / KOH / H2O / 48 h / 60 °C
3.1: AcOH / H2O / 5 h / Heating
4.1: 169 mg / imidazole; DMAP / dimethylformamide / 2 h
5.1: NaOH / dimethylsulfoxide; H2O / 0.33 h / 20 °C
5.2: 41 percent / dimethylsulfoxide; H2O / 1.5 h
6.1: 77 percent / AIBN; Bu3SnH / toluene / 3 h / Heating
7.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h
View Scheme
参考文献
Chung, Raymond; Anderson, Karen S.
Tetrahedron Letters, 2006 , vol. 47, # 47 p. 8361 - 8363
反应条件
1.1: AcOH / H2O / 5 h / Heating
2.1: 169 mg / imidazole; DMAP / dimethylformamide / 2 h
3.1: NaOH / dimethylsulfoxide; H2O / 0.33 h / 20 °C
3.2: 41 percent / dimethylsulfoxide; H2O / 1.5 h
4.1: 77 percent / AIBN; Bu3SnH / toluene / 3 h / Heating
5.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h
View Scheme
参考文献
Chung, Raymond; Anderson, Karen S.
Tetrahedron Letters, 2006 , vol. 47, # 47 p. 8361 - 8363
反应条件
1.1: 58 percent / p-toluenesulfonic acid monohydrate / acetone / 20 °C
2.1: 86 percent / imidazole; DMAP / dimethylformamide / 20 °C
3.1: N-bromosuccinimide; benzoyl peroxide / CCl4 / Heating
4.1: 491 mg / NaHCO3 / H2O; tetrahydrofuran / 20 °C
5.1: 24 percent / imidazole; DMAP / dimethylformamide / 20 °C
6.1: AcOH / H2O / Heating
7.1: NaOH / dimethylsulfoxide; H2O / 0.33 h / 20 °C
7.2: 41 percent / dimethylsulfoxide; H2O / 1.5 h
8.1: 77 percent / AIBN; Bu3SnH / toluene / 3 h / Heating
9.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h
View Scheme
参考文献
Chung, Raymond; Anderson, Karen S.
Tetrahedron Letters, 2006 , vol. 47, # 47 p. 8361 - 8363
反应条件
1.1: 24 percent / imidazole; DMAP / dimethylformamide / 20 °C
2.1: AcOH / H2O / Heating
3.1: NaOH / dimethylsulfoxide; H2O / 0.33 h / 20 °C
3.2: 41 percent / dimethylsulfoxide; H2O / 1.5 h
4.1: 77 percent / AIBN; Bu3SnH / toluene / 3 h / Heating
5.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h
View Scheme
参考文献
Chung, Raymond; Anderson, Karen S.
Tetrahedron Letters, 2006 , vol. 47, # 47 p. 8361 - 8363
反应条件
1: 64 percent / zinc dust / ethanol / 0.1 h / Heating
2: 81 percent / NH3 / methanol / 24 h / 20 °C
View Scheme
参考文献
Gavriliu; Fossey; Fontaine; Benzaria; Ciurea; Delbederi; Lelong; Laduree; Aubertin; Kirn
Nucleosides, Nucleotides and Nucleic Acids, 2000 , vol. 19, # 5-6 p. 1017 - 1031
