3,5-二甲基异噁唑-4-羧酸合成路线 （共 19 条）
反应条件
lithium aluminium tetrahydride in tetrahydrofuran 1.) 0 deg C, 2.) room temperature;
参考文献
Natale, Nicholas R.; Quincy, David A.
Synthetic Communications, 1983 , vol. 13, # 10 p. 817 - 822
反应条件
1: 68 percent / lithium aluminum hydride / tetrahydrofuran / 1.) 0 deg C, 2.) room temperature
2: 53 percent / potassium dichromate, Adogen-464 / ethyl acetate / 18 h / Heating
3: 51 percent / aq. ammonium hydroxide / ethanol / Heating
View Scheme
参考文献
Natale, Nicholas R.; Quincy, David A.
Synthetic Communications, 1983 , vol. 13, # 10 p. 817 - 822
反应条件
1: thionyl chloride / Ambient temperature
2: CHCl3 / 0 - 20 °C
3: thionyl chloride / CHCl3 / 0 - 20 °C
4: 1.) LDA / 1.) THF, -5 deg C, 30 min, 2.) THF, from -5 deg C to RT, overnight
5: 62 percent / 3 N aq. HCl / Heating
View Scheme
参考文献
Natale, N. R.; Niou, Chorng-Shyr
Tetrahedron Letters, 1984 , vol. 25, # 36 p. 3943 - 3946
反应条件
n-butyllithium
1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 40 min; Yield given. Multistep reaction;
参考文献
Natale, N. R.; McKenna, John I.; Niou, Chorng-Shyr; Borth, Mark; Hope, Hakon
Journal of Organic Chemistry, 1985 , vol. 50, # 26 p. 5660 - 5666
反应条件
1: SOCl2
View Scheme
参考文献
Hoffmann-La Roche
Patent: DE634286 , 1935 ;
Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 23, p. 502
反应条件
thionyl chloride
T=70°C;
参考文献
TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.
Patent: WO2013/19626 A1, 2013 ;
Location in patent: Page/Page column 25; 26 ;
WO 2013/019626 A1
反应条件
1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 40 min
2: 77 percent / LiAlH4
View Scheme
参考文献
Natale, N. R.; McKenna, John I.; Niou, Chorng-Shyr; Borth, Mark; Hope, Hakon
Journal of Organic Chemistry, 1985 , vol. 50, # 26 p. 5660 - 5666
反应条件
1: oxalyl chloride; DMF / CH2Cl2
2: triethylamine / CH2Cl2
3: 82 percent / hydrazine hydrate / Raney nickel / methanol / 20 °C
View Scheme
参考文献
Sviridov, Sergey I.; Vasil'ev, Andrei A.; Shorshnev, Sergey V.
Tetrahedron, 2007 , vol. 63, # 49 p. 12195 - 12201
反应条件
1: oxalyl chloride; DMF / CH2Cl2
2: triethylamine / CH2Cl2
3: H2 / Raney nickel / methanol / 3 h / 760.05 Torr
4: 85 mg / methanol / 12 h / Heating
View Scheme
参考文献
Sviridov, Sergey I.; Vasil'ev, Andrei A.; Shorshnev, Sergey V.
Tetrahedron, 2007 , vol. 63, # 49 p. 12195 - 12201
