2',3'-二去氢-2',3'-二脱氧鸟苷合成路线 （共 12 条）
反应条件
in water-d2 T=20°C; pH=6.3; 45 h; Product distribution;
参考文献
Antimicrobial Agents and Chemotherapy, , vol. 46, # 3 p. 887 - 891
反应条件
ammonia in methanol
T=50 - 55°C; 12 h; in a pressure vessel;
参考文献
Chu; Bhadti; Doboszewski; Gu; Kosugi; Pullaiah; Van Roey
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2217 - 2225
反应条件
1: 90 percent / Et3N / dimethylformamide
2: Ph3P, diethylazadicarboxylate / CH2Cl2 / 5 h / Ambient temperature
3: pyridine / Ambient temperature
4: 61 percent / 80percent AcOH / 6 h / Ambient temperature
5: 1.) t-BuOK, 2.) MeONa / 1.) DMSO, RT, 1 h, 2.) DMF
View Scheme
参考文献
Herdewijn; Balzarini; Baba; Pauwels; Van Aerschot; Janssen; De Clerq
Journal of Medicinal Chemistry, 1988 , vol. 31, # 10 p. 2040 - 2048
反应条件
1: 70.5 percent / imidazole / dimethylformamide / 20 h
2: 1.) aq. 50percent NaOH / 1.) DMSO
3: 55.8 percent / tri-n-butyltin hydride, azobisisobutyronitrile / benzene / 60 - 65 °C
4: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran
5: 81 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel
View Scheme
参考文献
Chu; Bhadti; Doboszewski; Gu; Kosugi; Pullaiah; Van Roey
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2217 - 2225
反应条件
1: 1.) aq. 50percent NaOH / 1.) DMSO
2: 55.8 percent / tri-n-butyltin hydride, azobisisobutyronitrile / benzene / 60 - 65 °C
3: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran
4: 81 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel
View Scheme
参考文献
Chu; Bhadti; Doboszewski; Gu; Kosugi; Pullaiah; Van Roey
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2217 - 2225
反应条件
2: 70.5 percent / imidazole / dimethylformamide / 20 h
3: 1.) aq. 50percent NaOH / 1.) DMSO
4: 55.8 percent / tri-n-butyltin hydride, azobisisobutyronitrile / benzene / 60 - 65 °C
5: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran
6: 81 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel
View Scheme
参考文献
Chu; Bhadti; Doboszewski; Gu; Kosugi; Pullaiah; Van Roey
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2217 - 2225
反应条件
1: Ph3P, diethylazadicarboxylate / CH2Cl2 / 5 h / Ambient temperature
2: pyridine / Ambient temperature
3: 61 percent / 80percent AcOH / 6 h / Ambient temperature
4: 1.) t-BuOK, 2.) MeONa / 1.) DMSO, RT, 1 h, 2.) DMF
View Scheme
参考文献
Herdewijn; Balzarini; Baba; Pauwels; Van Aerschot; Janssen; De Clerq
Journal of Medicinal Chemistry, 1988 , vol. 31, # 10 p. 2040 - 2048
反应条件
1: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran
2: 81 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel
View Scheme
参考文献
Chu; Bhadti; Doboszewski; Gu; Kosugi; Pullaiah; Van Roey
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2217 - 2225
反应条件
1: 48 percent / 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine / 3 h / Ambient temperature
2: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran
3: 81 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel
View Scheme
参考文献
Chu; Bhadti; Doboszewski; Gu; Kosugi; Pullaiah; Van Roey
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2217 - 2225
反应条件
1: 51.3 percent / tri-n-butyltin hydride, azobisisobutyronitrile / benzene / 60 - 65 °C
2: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran
3: 81 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel
View Scheme
参考文献
Chu; Bhadti; Doboszewski; Gu; Kosugi; Pullaiah; Van Roey
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2217 - 2225
