2,2-二甲基-3-氧代丁酸乙酯合成路线 （共 56 条）
反应条件
bis-(2-hydroxy-ethyl)-amine; B-chloro-diisopinocampheylborane
1) neat, room t., 12 days h; 2) ethyl ether, 2 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Brown, Herbert C.; Chandrasekharan, J.; Ramachandran, P. V.
Journal of the American Chemical Society, 1988 , vol. 110, # 5 p. 1539 - 1546
反应条件
sodium amalgam
Reduktion und gleichzeitige Verseifung;
参考文献
Salkowski
Journal fuer Praktische Chemie (Leipzig), 1923 , vol. <2>106, p. 258,263
反应条件
sodium tetrahydroborate in ethanol
48 h; Ambient temperature;
参考文献
Boyd, Victoria L.; Summers, Michael F.; Ludeman, Susan Marie; Egan, William; Zon, Gerald; Regan, Judith B.
Journal of Medicinal Chemistry, 1987 , vol. 30, p. 366 - 374
反应条件
1: NaBH4 / ethanol
2: POCl3, Py
3: NaOEt / ethanol
View Scheme
参考文献
Vig,O.P. et al.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1977 , vol. 15B, p. 951 - 952
反应条件
1: 83 percent / tetrahydrofuran / 2 h / 25 °C
2: 92 percent / KOH / methanol; H2O / 17 h / Heating
3: 82 percent / SOCl2 / 1 h / Heating
View Scheme
参考文献
Schmidt, Valerie A.; Alexanian, Erik J.
Journal of the American Chemical Society, 2011 , vol. 133, # 30 p. 11402 - 11405
反应条件
1: 1.) LDA / 1.) THF, -40 deg C
2: 60 percent / Et3N / 2 h / 50 °C
3: 80 percent / AcOH / acetonitrile / 2 h / Heating
4: 70 percent / NaH / tetrahydrofuran / 0 °C
View Scheme
参考文献
Stoit, Axel R.; Pandit, Upendra K.
Tetrahedron, 1985 , vol. 41, # 16 p. 3345 - 3354
反应条件
1: 1.) LDA / 1.) THF, -40 deg C
2: 60 percent / Et3N / 2 h / 50 °C
3: 80 percent / AcOH / acetonitrile / 2 h / Heating
4: 70 percent / NaH / tetrahydrofuran / 0 °C
5: 70 percent / HCl / benzene
6: 70 percent / O2
View Scheme
参考文献
Stoit, Axel R.; Pandit, Upendra K.
Tetrahedron, 1985 , vol. 41, # 16 p. 3345 - 3354
反应条件
1: 1.) Na / 1.) anhydrous Et2O, 0-5 deg C, 2.) abs. ethanol, 0 deg C, 6h, 3.) RT, 4.) abs. ethanol, 1h
2: 65 percent / H2 / Raney nickel / ethanol / 760 Torr / Ambient temperature
3: 24 percent / p-TsOH monohydrate / toluene / 3 h / Heating
View Scheme
参考文献
Bosch; Domingo; Linares
Journal of Organic Chemistry, 1983 , vol. 48, # 7 p. 1075 - 1080
反应条件
1: 1.) Na / 1.) anhydrous Et2O, 0-5 deg C, 2.) abs. ethanol, 0 deg C, 6h, 3.) RT, 4.) abs. ethanol, 1h
2: 65 percent / H2 / Raney nickel / ethanol / 760 Torr / Ambient temperature
View Scheme
参考文献
Bosch; Domingo; Linares
Journal of Organic Chemistry, 1983 , vol. 48, # 7 p. 1075 - 1080
参考文献
Tada; Motoki; Takahashi; Miyata; Takechi; Uchida; Takagi
Pesticide Science, 1996 , vol. 48, # 2 p. 165 - 173
