5-羟基甲基异噁唑-3-羧酸乙酯合成路线 （共 11 条）
反应条件
1: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / dichloromethane / 1 h / Inert atmosphere 2: dichloromethane / 2 h / Inert atmosphere 3: water; isopropyl alcohol / 37 °C / pH 7.4 / aq. phosphate buffer View Scheme
参考文献
Dewit, Matthew A.; Gillies, Elizabeth R.
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 6 p. 1846 - 1854
反应条件
1: 82 percent / Et3N; BOP / CH2Cl2 / 1 h / 20 °C 2: 61 percent / LiAlH4 / tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Xiao, Xiangshu; Antony, Smitha; Kohlhagen, Glenda; Pommier, Yves; Cushman, Mark
Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 19 p. 5147 - 5160
反应条件
triethylamine in dichloromethane
T=20°C; 72 h;
参考文献
THERAVANCE, INC.; HUGHES, Adam; BYUN, Daniel; CHEN, Yan; FLEURY, Melissa; JACOBSEN, John, R.; STANGELAND, Eric, L.; WILSON, Richard, D.; YEN, Rose
Patent: WO2010/123766 A1, 2010 ;
Location in patent: Page/Page column 59 ;
WO 2010/123766 A1
反应条件
in 1,4-dioxane; water
1.5 h; from 0 deg C to RT;
参考文献
Galakatos, Nicholas G.; Kemp, D. S.
Journal of Organic Chemistry, 1985 , vol. 50, # 8 p. 1302 - 1304
反应条件
2: NaH / tetrahydrofuran
View Scheme
参考文献
Bey, Philippe; Bolkenius, Frank N.; Seiler, Nikolaus; Casara, Patrick
Journal of Medicinal Chemistry, 1985 , vol. 28, # 1 p. 1 - 2
参考文献
MITSUBISHI CHEMICAL CORPORATION
Patent: EP1043319 A1, 2000 ;
反应条件
sodium hydride in tetrahydrofuran
参考文献
Bey, Philippe; Bolkenius, Frank N.; Seiler, Nikolaus; Casara, Patrick
Journal of Medicinal Chemistry, 1985 , vol. 28, # 1 p. 1 - 2
反应条件
1: 58 percent / barium hydroxide octahydrate / H2O / 3 h / 110 °C
2: 85 percent / dioxane; H2O / 1.5 h / from 0 deg C to RT
View Scheme
参考文献
Galakatos, Nicholas G.; Kemp, D. S.
Journal of Organic Chemistry, 1985 , vol. 50, # 8 p. 1302 - 1304
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide / 6 h / 0 °C / Inert atmosphere
2.1: lithium hydroxide hydrate / tetrahydrofuran; water / Inert atmosphere
2.2: Inert atmosphere
View Scheme
参考文献
Dewit, Matthew A.; Gillies, Elizabeth R.
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 6 p. 1846 - 1854
反应条件
1: With lithium hydroxide hydrate in tetrahydrofuran; water
Inert atmosphere;
2: With hydrogenchloride in tetrahydrofuran; water
Inert atmosphere;
参考文献
Dewit, Matthew A.; Gillies, Elizabeth R.
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 6 p. 1846 - 1854
