2’,3’-二脱氢-2’,3’-二脱氧尿苷合成路线 （共 55 条）
参考文献
Gillaizeau, Isabelle; Lagoja, Irene M.; Nolan, Steve P.; Aucagne, Vincent; Rozenski, Jef; Herdewijn, Piet; Agrofoglio, Luigi A.
European Journal of Organic Chemistry, 2003 , # 4 p. 666 - 671
反应条件
1: 60 percent / CHCl3 / 20 °C
2: 84 percent / trimethyl phosphite / 5 h / 118 °C
3: 78 percent / TBAF / tetrahydrofuran / 20 °C
View Scheme
参考文献
Nguyen, Corinne; Kasinathan, Ganasan; Leal-Cortijo, Isabel; Musso-Buendia, Alexander; Kaiser, Marcel; Brun, Reto; Ruiz-Perez, Luis M.; Johansson, Nils G.; Gonzalez-Pacanowska, Dolores; Gilbert, Ian H.
Journal of Medicinal Chemistry, 2005 , vol. 48, # 19 p. 5942 - 5954
反应条件
1: 84 percent / trimethyl phosphite / 5 h / 118 °C
2: 78 percent / TBAF / tetrahydrofuran / 20 °C
View Scheme
参考文献
Nguyen, Corinne; Kasinathan, Ganasan; Leal-Cortijo, Isabel; Musso-Buendia, Alexander; Kaiser, Marcel; Brun, Reto; Ruiz-Perez, Luis M.; Johansson, Nils G.; Gonzalez-Pacanowska, Dolores; Gilbert, Ian H.
Journal of Medicinal Chemistry, 2005 , vol. 48, # 19 p. 5942 - 5954
反应条件
1: tetraethylammonium p-toluenesulfonate / methanol / 1 h / Electrolysis; Pt plate anode, Hg pool cathode
2: NH4OH
View Scheme
参考文献
Guo; Sanghvi; Brammer Jr.; Hudlicky
Nucleosides, nucleotides and nucleic acids, 2001 , vol. 20, # 4-7 p. 1263 - 1266
反应条件
1: 94 percent / dimethylformamide / 6 h / 90 °C
2: 94 percent / P(OEt)3 / 17 h / 110 °C
3: 71 percent / NH4F / methanol / 1.5 h / Heating
View Scheme
参考文献
Maeba, Isamu; Morishita, Noriaki; Francom, Paula; Robins, Morris J.
Journal of Organic Chemistry, 1998 , vol. 63, # 21 p. 7539 - 7541
反应条件
1: 98 percent / imidazole / dimethylformamide / 1 h / Ambient temperature
2: 1) lithium hexamethyldisilazide / 1) THF, -78 deg C, 1h, 2) room temperature, 30 min
3: tetrahydrofuran / -78 °C
4: DIBAL-H / toluene / 2 h / -78 °C
5: 96 percent / pyridine, DMAP / CH2Cl2 / 2 h / 0 °C
6: 1) hexamethyldisilazane (HMDS), ammonium sulfate, 2) trimethylsilyl triflate (TMSOTf) / 1) reflux, 2 h, 2) 1,2-dichlorethane, a) 5 deg C, 10 min, b) room temperature, 10 min
7: 71 percent / 30percent aq. H2O2, pyridine / CH2Cl2 / Ambient temperature
8: 90 percent / TBAF / tetrahydrofuran / 3 h / Ambient temperature
View Scheme
参考文献
Beach, J. Warren; Kim, Hea O.; Jeong, Lak S.; Nampalli, Satyanarayana; Islam, Qamrul; et al.
Journal of Organic Chemistry, 1992 , vol. 57, # 14 p. 3887 - 3894
反应条件
1: 1) hexamethyldisilazane (HMDS), ammonium sulfate, 2) trimethylsilyl triflate (TMSOTf) / 1) reflux, 2 h, 2) 1,2-dichlorethane, a) 5 deg C, 10 min, b) room temperature, 10 min
2: 71 percent / 30percent aq. H2O2, pyridine / CH2Cl2 / Ambient temperature
3: 90 percent / TBAF / tetrahydrofuran / 3 h / Ambient temperature
View Scheme
参考文献
Beach, J. Warren; Kim, Hea O.; Jeong, Lak S.; Nampalli, Satyanarayana; Islam, Qamrul; et al.
Journal of Organic Chemistry, 1992 , vol. 57, # 14 p. 3887 - 3894
反应条件
1: 1) lithium hexamethyldisilazide / 1) THF, -78 deg C, 1h, 2) room temperature, 30 min
2: tetrahydrofuran / -78 °C
3: DIBAL-H / toluene / 2 h / -78 °C
4: 96 percent / pyridine, DMAP / CH2Cl2 / 2 h / 0 °C
5: 1) hexamethyldisilazane (HMDS), ammonium sulfate, 2) trimethylsilyl triflate (TMSOTf) / 1) reflux, 2 h, 2) 1,2-dichlorethane, a) 5 deg C, 10 min, b) room temperature, 10 min
6: 71 percent / 30percent aq. H2O2, pyridine / CH2Cl2 / Ambient temperature
7: 90 percent / TBAF / tetrahydrofuran / 3 h / Ambient temperature
View Scheme
参考文献
Beach, J. Warren; Kim, Hea O.; Jeong, Lak S.; Nampalli, Satyanarayana; Islam, Qamrul; et al.
Journal of Organic Chemistry, 1992 , vol. 57, # 14 p. 3887 - 3894
反应条件
1: tetrahydrofuran / -78 °C
2: DIBAL-H / toluene / 2 h / -78 °C
3: 96 percent / pyridine, DMAP / CH2Cl2 / 2 h / 0 °C
4: 1) hexamethyldisilazane (HMDS), ammonium sulfate, 2) trimethylsilyl triflate (TMSOTf) / 1) reflux, 2 h, 2) 1,2-dichlorethane, a) 5 deg C, 10 min, b) room temperature, 10 min
5: 71 percent / 30percent aq. H2O2, pyridine / CH2Cl2 / Ambient temperature
6: 90 percent / TBAF / tetrahydrofuran / 3 h / Ambient temperature
View Scheme
参考文献
Beach, J. Warren; Kim, Hea O.; Jeong, Lak S.; Nampalli, Satyanarayana; Islam, Qamrul; et al.
Journal of Organic Chemistry, 1992 , vol. 57, # 14 p. 3887 - 3894
反应条件
1: DIBAL-H / toluene / 2 h / -78 °C
2: 96 percent / pyridine, DMAP / CH2Cl2 / 2 h / 0 °C
3: 1) hexamethyldisilazane (HMDS), ammonium sulfate, 2) trimethylsilyl triflate (TMSOTf) / 1) reflux, 2 h, 2) 1,2-dichlorethane, a) 5 deg C, 10 min, b) room temperature, 10 min
4: 71 percent / 30percent aq. H2O2, pyridine / CH2Cl2 / Ambient temperature
5: 90 percent / TBAF / tetrahydrofuran / 3 h / Ambient temperature
View Scheme
参考文献
Beach, J. Warren; Kim, Hea O.; Jeong, Lak S.; Nampalli, Satyanarayana; Islam, Qamrul; et al.
Journal of Organic Chemistry, 1992 , vol. 57, # 14 p. 3887 - 3894
