甲基2-(3-氧代丙基)苯甲酸酯合成路线 (共 15 条)
反应条件
silica gel; pyridinium chlorochromate in dichloromethane
T=20°C;
参考文献
Zhao, Jin; Dong, Hong-Bo; Yang, Ming-Yan; Du, Juan; Jiang, Jia-Zheng; Wang, Ming-An
Journal of Asian Natural Products Research, 2014 , vol. 16, # 3 p. 312 - 317
反应条件
1: 2-(3-oxopropane)benzoic acid With potassium hydrogencarbonate in N,N-dimethyl-formamide
0.166667 h; Inert atmosphereSchlenk technique;
2: methyl iodide in N,N-dimethyl-formamide
Inert atmosphereSchlenk technique;
参考文献
Dydio, Pawel; Reek, Joost N. H.
Angewandte Chemie - International Edition, 2013 , vol. 52, # 14 p. 3878 - 3882
Angew. Chem., 2013 , vol. 125, # 14 p. 4132
反应条件
Rh(acetylacetonate)(CO)2; C75H54N4O8P2; hydrogen in dichloromethane
T=30°C; P=15001.5 Torr; 25 h; Inert atmosphereAutoclave; Temperature; regioselective reaction;
参考文献
Dydio, Pawel; Reek, Joost N. H.
Angewandte Chemie - International Edition, 2013 , vol. 52, # 14 p. 3878 - 3882
Angew. Chem., 2013 , vol. 125, # 14 p. 4132
反应条件
1: NaOCH3 / CH2Cl2 / Ambient temperature
2: H2 / 5percent Pd/C / methanol / 1 h / Ambient temperature
3: NEt3 / tetrahydrofuran / 0.5 h / -15 °C
4: NaBH4 / H2O; tetrahydrofuran / 2 h / Ambient temperature
5: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -40 deg C, 25 min, 2.) CH2Cl2, -40 deg C, 5 min
View Scheme
参考文献
Hashizume; Ito; Yamada; Nagashima; Kanao; Tomoda; Sunazuka; Kumagai; Omura
Chemical and pharmaceutical bulletin, 1994 , vol. 42, # 3 p. 512 - 520
反应条件
1: With toluene-4-sulfonic acid in methanol
2: With ozone in dichloromethane
Further stages.;
参考文献
Roux; Paugam; Rousseau
Journal of Organic Chemistry, 2001 , vol. 66, # 12 p. 4304 - 4310
反应条件
1: NEt3 / tetrahydrofuran / 0.5 h / -15 °C
2: NaBH4 / H2O; tetrahydrofuran / 2 h / Ambient temperature
3: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -40 deg C, 25 min, 2.) CH2Cl2, -40 deg C, 5 min
View Scheme
参考文献
Hashizume; Ito; Yamada; Nagashima; Kanao; Tomoda; Sunazuka; Kumagai; Omura
Chemical and pharmaceutical bulletin, 1994 , vol. 42, # 3 p. 512 - 520
反应条件
1.1: N-ethyl-N,N-diisopropylamine; hydrogen; Rh(acetylacetonate)(CO)2; C75H54N4O8P2 / dichloromethane / 24 h / 20 °C / 15001.5 Torr / |Inert atmosphere; |Schlenk technique
2.1: potassium hydrogencarbonate / N,N-dimethyl-formamide / 0.17 h / |Inert atmosphere; |Schlenk technique
2.2: |Inert atmosphere; |Schlenk technique
View Scheme
参考文献
Dydio, Pawel; Reek, Joost N. H.
Angewandte Chemie - International Edition, 2013 , vol. 52, # 14 p. 3878 - 3882
Angew. Chem., 2013 , vol. 125, # 14 p. 4132
反应条件
1: palladium dichloride; sodium hydroxide; formic acid / 24 h / 65 °C
2: sulfuric acid / 2 h / 20 °C
3: lithium borohydride / 1,4-dioxane / 6.5 h / 100 °C / |Inert atmosphere
4: sulfuric acid / 36 h / |Reflux
5: pyridinium chlorochromate; silica gel / dichloromethane / 20 °C
View Scheme
参考文献
Zhao, Jin; Dong, Hong-Bo; Yang, Ming-Yan; Du, Juan; Jiang, Jia-Zheng; Wang, Ming-An
Journal of Asian Natural Products Research, 2014 , vol. 16, # 3 p. 312 - 317
反应条件
1: sulfuric acid / 2 h / 20 °C
2: lithium borohydride / 1,4-dioxane / 6.5 h / 100 °C / |Inert atmosphere
3: sulfuric acid / 36 h / |Reflux
4: pyridinium chlorochromate; silica gel / dichloromethane / 20 °C
View Scheme
参考文献
Zhao, Jin; Dong, Hong-Bo; Yang, Ming-Yan; Du, Juan; Jiang, Jia-Zheng; Wang, Ming-An
Journal of Asian Natural Products Research, 2014 , vol. 16, # 3 p. 312 - 317
反应条件
1: lithium borohydride / 1,4-dioxane / 6.5 h / 100 °C / |Inert atmosphere
2: sulfuric acid / 36 h / |Reflux
3: pyridinium chlorochromate; silica gel / dichloromethane / 20 °C
View Scheme
参考文献
Zhao, Jin; Dong, Hong-Bo; Yang, Ming-Yan; Du, Juan; Jiang, Jia-Zheng; Wang, Ming-An
Journal of Asian Natural Products Research, 2014 , vol. 16, # 3 p. 312 - 317