55494-15-0Relevant academic research and scientific papers
Biocatalytic Oxidative Cascade for the Conversion of Fatty Acids into α-Ketoacids via Internal H2O2 Recycling
Gandomkar, Somayyeh,Dennig, Alexander,Dordic, Andela,Hammerer, Lucas,Pickl, Mathias,Haas, Thomas,Hall, Mélanie,Faber, Kurt
supporting information, p. 427 - 430 (2018/02/21)
The functionalization of bio-based chemicals is essential to allow valorization of natural carbon sources. An atom-efficient biocatalytic oxidative cascade was developed for the conversion of saturated fatty acids to α-ketoacids. Employment of P450 monooxygenase in the peroxygenase mode for regioselective α-hydroxylation of fatty acids combined with enantioselective oxidation by α-hydroxyacid oxidase(s) resulted in internal recycling of the oxidant H2O2, thus minimizing degradation of ketoacid product and maximizing biocatalyst lifetime. The O2-dependent cascade relies on catalytic amounts of H2O2 and releases water as sole by-product. Octanoic acid was converted under mild conditions in aqueous buffer to 2-oxooctanoic acid in a simultaneous one-pot two-step cascade in up to >99 % conversion without accumulation of hydroxyacid intermediate. Scale-up allowed isolation of final product in 91 % yield and the cascade was applied to fatty acids of various chain lengths (C6:0 to C10:0).
Synthesis of trimethylsilyl carboxylates by HMDS under solvent-free conditions
Jereb, Marjan,Lakner, Janja
, p. 5713 - 5723 (2016/08/23)
A broad set of structurally different carboxylic acids were transformed into their trimethylsilyl esters with HMDS in a practically completely solvent-free process, while a catalytic amount of iodine was required in some cases. The process has several advantages over the known methods: untreated reactants, air atmosphere, mild and neutral conditions, no evolution of hydrogen halide, no need of an additional base, low amount of waste, completely without chromatography, low consumption of energy, and operational simplicity.
Partition coefficients of ketones, phenols, aliphatic and aromatic acids, and esters in n-hexane/nitromethane
Kotowska, Urszula,Isidorov, Valery A.
scheme or table, p. 813 - 824 (2012/03/27)
Liquid-liquid partition is used in sample preparation and in countercurrent and liquid-liquid chromatographic separations. Partition coefficients are widely used in toxicology, environmental, and analytical chemistry. The K hn determination procedure for the n-hexane/ nitromethane system was optimized and partition coefficients for 99 ketones, esters and trimethylsilyl derivatives of phenols, aliphatic and aromatic acids were determined. For 130 compounds, Khn values were predicted using mathematical relationships between Khn and other physicochemical and structural parameters. Versita Sp. z o.o.
One-pot synthesis of 3-hydroxymaleic anhydrides by cyclization of 1,1-bis(trimethylsilyloxy)ketene acetals with oxalyl chloride
Rotzoll, Sven,Ullah, Ehsan,G?rls, Helmar,Fischer, Christine,Langer, Peter
, p. 2647 - 2656 (2007/10/03)
Functionalized 3-hydroxymaleic anhydrides were prepared by cyclization of 1,1-bis(trimethylsilyloxy)ketene acetals with oxalyl chloride.
