14531-34-1Relevant articles and documents
Facile synthesis of β-keto esters from methyl acetoacetate and acid chloride: The barium oxide/methanol system
Yuasa, Yoshifumi,Tsuruta, Haruki,Yuasa, Yoko
, p. 412 - 414 (1998)
The synthesis of β-keto esters has been performed in good yield by reacting excess methyl acetoacetate with barium oxide, acylating the resulting barium complex with acid chloride, and then cleaving the α-acyl β-keto ester with methanol at a mild temperature. Using this new procedure, various β-keto esters were prepared. Thus, methyl 4-phenyl-3-oxobutanoate, methyl 3-phenyl-3-oxopropionate, methyl 4-cyclohexyl-3-oxobutanoate, and methyl 3-oxooctadecanoate were prepared from methyl acetoacetate and the corresponding acid chloride in 69%, 84%, 67%, and 74% yields, respectively.
Asymmetric Reduction of 3-Oxo-octadecanoic Acid with Fermenting Baker's Yeast. An Easy Synthesis of Optically Pure (+)-(2R,3R)-Corynomycolic Acid
Utaka, Masanori,Higashi, Hiroshi,Takeda, Akira
, p. 1368 - 1369 (1987)
Optically pure (+)-corynomycolic acid has been synthesized from methyl acetoacetate by a route including asymmetric reduction of 3-oxo-octadecanoic acid with baker's yeast as a key step.
Preparation of the even-numbered 3-oxo fatty acid nicotinyl esters from C6:0 to C18:0
Sieben, Daniela,Santana, Alexander,Nowka, Paul,Weber, Sven,Funke, Kai,Hüttenhain, Stefan H.
supporting information, p. 808 - 810 (2016/02/03)
Here, we report a systematic comparison of different methods for the transesterification of 3-oxo fatty acid alkyl esters to the corresponding nicotinyl esters. A simple method producing the target esters in high yields and purity has been developed. Nicotinyl esters are of interest for mass spectrometry analysis of fatty acids. Also, the hydrophilic head group of nicotinyl esters can be used as the basis for the preparation of liposome-building molecules.
Hydroxy fatty acids for the delivery of dideoxynucleosides as anti-HIV agents
Gangadhara, Kishore Lingam,Lescrinier, Eveline,Pannecouque, Christophe,Herdewijn, Piet
, p. 817 - 820 (2014/02/14)
A series of α- and β-carboxylated phospholipid prodrugs of dideoxy nucleosides have been synthesized and evaluated against HIV. An increase in biological effect with a factor of 500 has only been observed for the adenine nucleoside, which suggests that this prodrug approach is base specific.