7-(2-羟基乙基)-3,4-二氢-1,8-萘啶-1(2H)-羧酸叔丁酯合成路线 (共 8 条)
反应条件
1: 74 percent / H2 / Pd/C / ethanol
2: 50 percent / NaH / tetrahydrofuran
3: LDA / tetrahydrofuran / 0 °C
4: LiBH4 / tetrahydrofuran / 3 h / -78 °C
View Scheme
参考文献
Leonard, Kristi; Pan, Wenxi; Anaclerio, Beth; Gushue, Joan M.; Guo, Zihong; DesJarlais, Renee L.; Chaikin, Marge A.; Lattanze, Jennifer; Crysler, Carl; Manthey, Carl L.; Tomczuk, Bruce E.; Marugan, Juan Jose
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 10 p. 2679 - 2684
反应条件
1: 67 percent / DIEA / CH2Cl2
2: 95 percent / LDA
3: 52 percent / aq. HCl
4: 99 percent / L-proline
5: 74 percent / H2 / Pd/C / ethanol
6: 50 percent / NaH / tetrahydrofuran
7: LDA / tetrahydrofuran / 0 °C
8: LiBH4 / tetrahydrofuran / 3 h / -78 °C
View Scheme
参考文献
Leonard, Kristi; Pan, Wenxi; Anaclerio, Beth; Gushue, Joan M.; Guo, Zihong; DesJarlais, Renee L.; Chaikin, Marge A.; Lattanze, Jennifer; Crysler, Carl; Manthey, Carl L.; Tomczuk, Bruce E.; Marugan, Juan Jose
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 10 p. 2679 - 2684
反应条件
1: 95 percent / LDA
2: 52 percent / aq. HCl
3: 99 percent / L-proline
4: 74 percent / H2 / Pd/C / ethanol
5: 50 percent / NaH / tetrahydrofuran
6: LDA / tetrahydrofuran / 0 °C
7: LiBH4 / tetrahydrofuran / 3 h / -78 °C
View Scheme
参考文献
Leonard, Kristi; Pan, Wenxi; Anaclerio, Beth; Gushue, Joan M.; Guo, Zihong; DesJarlais, Renee L.; Chaikin, Marge A.; Lattanze, Jennifer; Crysler, Carl; Manthey, Carl L.; Tomczuk, Bruce E.; Marugan, Juan Jose
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 10 p. 2679 - 2684
反应条件
1: 52 percent / aq. HCl
2: 99 percent / L-proline
3: 74 percent / H2 / Pd/C / ethanol
4: 50 percent / NaH / tetrahydrofuran
5: LDA / tetrahydrofuran / 0 °C
6: LiBH4 / tetrahydrofuran / 3 h / -78 °C
View Scheme
参考文献
Leonard, Kristi; Pan, Wenxi; Anaclerio, Beth; Gushue, Joan M.; Guo, Zihong; DesJarlais, Renee L.; Chaikin, Marge A.; Lattanze, Jennifer; Crysler, Carl; Manthey, Carl L.; Tomczuk, Bruce E.; Marugan, Juan Jose
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 10 p. 2679 - 2684
反应条件
1: 50 percent / NaH / tetrahydrofuran
2: LDA / tetrahydrofuran / 0 °C
3: LiBH4 / tetrahydrofuran / 3 h / -78 °C
View Scheme
参考文献
Leonard, Kristi; Pan, Wenxi; Anaclerio, Beth; Gushue, Joan M.; Guo, Zihong; DesJarlais, Renee L.; Chaikin, Marge A.; Lattanze, Jennifer; Crysler, Carl; Manthey, Carl L.; Tomczuk, Bruce E.; Marugan, Juan Jose
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 10 p. 2679 - 2684
反应条件
1: LDA / tetrahydrofuran / 0 °C
2: LiBH4 / tetrahydrofuran / 3 h / -78 °C
View Scheme
参考文献
Leonard, Kristi; Pan, Wenxi; Anaclerio, Beth; Gushue, Joan M.; Guo, Zihong; DesJarlais, Renee L.; Chaikin, Marge A.; Lattanze, Jennifer; Crysler, Carl; Manthey, Carl L.; Tomczuk, Bruce E.; Marugan, Juan Jose
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 10 p. 2679 - 2684
反应条件
1: 50 percent / NaH / tetrahydrofuran
2: LDA / tetrahydrofuran / 0 °C
3: LiBH4 / tetrahydrofuran / 3 h / -78 °C
View Scheme
参考文献
Leonard, Kristi; Pan, Wenxi; Anaclerio, Beth; Gushue, Joan M.; Guo, Zihong; DesJarlais, Renee L.; Chaikin, Marge A.; Lattanze, Jennifer; Crysler, Carl; Manthey, Carl L.; Tomczuk, Bruce E.; Marugan, Juan Jose
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 10 p. 2679 - 2684
反应条件
1: 89 percent / I2; imidazole; triethylamine / triphenylphosphine / CH2Cl2 / 0 - 25 °C
2: 53 percent / potassium tert-butoxide / tetrahydrofuran / -78 - 20 °C
3: 57 percent / sodium periodate; 4-methylmorpholine-N-oxide; OsO4 / acetonitrile; H2O / 20 °C
View Scheme
参考文献
Raboisson, Pierre; DesJarlais, Renee L.; Reed, Rolanda; Lattanze, Jennifer; Chaikin, Margery; Manthey, Carl L.; Tomczuk, Bruce E.; Marugan, Juan Jose
European Journal of Medicinal Chemistry, 2007 , vol. 42, # 3 p. 334 - 343