S(+)-γ-Vigabatrin合成路线 (共 29 条)
反应条件
1: 95 percent / magnesium / methanol / 4 h, 0 degC, 8 h, 25 degC
2: sodium periodate / H2O; methanol / 4 h
3: 1,2-dichloro-benzene / 4 h / Heating
4: 96 percent / potassium hydroxide / H2O; propan-2-ol / 24 h / Heating
View Scheme
参考文献
Wei, Zhong-Yong; Knaus, Edward E.
Tetrahedron, 1994 , vol. 50, # 19 p. 5569 - 5578
反应条件
1: sodium periodate / H2O; methanol / 4 h
2: 1,2-dichloro-benzene / 4 h / Heating
3: 96 percent / potassium hydroxide / H2O; propan-2-ol / 24 h / Heating
View Scheme
参考文献
Wei, Zhong-Yong; Knaus, Edward E.
Tetrahedron, 1994 , vol. 50, # 19 p. 5569 - 5578
反应条件
1: 94 percent / magnesium / methanol / 4 h, 0 degC, 8 h, 25 degC
2: sodium periodate / H2O; methanol / 4 h
3: 1,2-dichloro-benzene / 4 h / Heating
4: 96 percent / potassium hydroxide / H2O; propan-2-ol / 24 h / Heating
View Scheme
参考文献
Wei, Zhong-Yong; Knaus, Edward E.
Tetrahedron, 1994 , vol. 50, # 19 p. 5569 - 5578
反应条件
1: 92 percent / magnesium / methanol / 4 h, 0 degC, 8 h, 25 degC
2: sodium periodate / H2O; methanol / 4 h
3: 1,2-dichloro-benzene / 4 h / Heating
4: 96 percent / potassium hydroxide / H2O; propan-2-ol / 24 h / Heating
View Scheme
参考文献
Wei, Zhong-Yong; Knaus, Edward E.
Tetrahedron, 1994 , vol. 50, # 19 p. 5569 - 5578
反应条件
1.1: 89 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / 20 °C
2.1: 82 percent / pyridinium chlorochromate; Celite / CH2Cl2 / 20 h / 20 °C
3.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C
3.2: tetrahydrofuran / 2 h / -78 °C
3.3: 68 percent / Jones reagent / acetone / 0.33 h / 20 °C
4.1: sodium naphthalenide / tetrahydrofuran / 2 h / 0 °C
4.2: 71 percent / aq. HCl / 20 °C
View Scheme
参考文献
Chang, Meng-Yang; Lin, Chun-Yu; Ong, Chi-Wi
Heterocycles, 2006 , vol. 68, # 10 p. 2031 - 2036
反应条件
1.1: 82 percent / pyridinium chlorochromate; Celite / CH2Cl2 / 20 h / 20 °C
2.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C
2.2: tetrahydrofuran / 2 h / -78 °C
2.3: 68 percent / Jones reagent / acetone / 0.33 h / 20 °C
3.1: sodium naphthalenide / tetrahydrofuran / 2 h / 0 °C
3.2: 71 percent / aq. HCl / 20 °C
View Scheme
参考文献
Chang, Meng-Yang; Lin, Chun-Yu; Ong, Chi-Wi
Heterocycles, 2006 , vol. 68, # 10 p. 2031 - 2036
反应条件
1.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C
1.2: tetrahydrofuran / 2 h / -78 °C
1.3: 68 percent / Jones reagent / acetone / 0.33 h / 20 °C
2.1: sodium naphthalenide / tetrahydrofuran / 2 h / 0 °C
2.2: 71 percent / aq. HCl / 20 °C
View Scheme
参考文献
Chang, Meng-Yang; Lin, Chun-Yu; Ong, Chi-Wi
Heterocycles, 2006 , vol. 68, # 10 p. 2031 - 2036
反应条件
1: 34 percent / benzene / 24 h / Heating
2: 83 percent / Ba(OH)2*H2O / H2O; propan-2-ol / 12 h / Heating
View Scheme
参考文献
Wei, Z. Y.; Knaus, Edward E.
Organic Preparations and Procedures International, 1994 , vol. 26, # 5 p. 567 - 570
反应条件
1: 1) t-BuOK / 1) THF, rt, 10 min, 2) rt, 10 h
2: 63 percent / aq. HCl (10 percent) / 5 h / 90 °C
View Scheme
参考文献
Kwon; Keusenkothen; Smith
Journal of Organic Chemistry, 1992 , vol. 57, # 23 p. 6169 - 6173