63563-21-3

Usage

InChI:InChI=1/C7H12O3/c1-2-3-4-6(8)5-7(9)10/h2-5H2,1H3,(H,9,10)

Upstream product

• 7737-62-4 Ethyl 3-oxoheptanoate 
• 39815-78-6 methyl 3-oxoheptanoate 
• 591-78-6 n-hexan-2-one 

Downstream Products

• 1194641-02-5 5-n-butyl-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylic acid 

Relevant academic research and scientific papers

Engineered Biosynthesis of Fungal 4-Quinolone Natural Products

Quinolone-containing natural products are widely found in bacteria, fungi, and plants. The fungal quinolactacins, which are N-methyl-4-quinolones, display a wide spectrum of biological activities. Here we uncovered a concise nonribosomal peptide synthetase pathway involved in quinolactacin A biosynthesis from Penicillium by using heterologous reconstitution and in vitro enzymatic synthesis. The N-desmethyl analog of quinolactacin A was accessed through the construction of a hybrid bacterial and fungi pathway in the heterologous host.

Synthesis of γ-pyrones via decarboxylative condensation of β-ketoacids

Abstract: This manuscript describes the convergent synthesis of aryl- and alkyl-disubstituted γ-pyrones from β-ketoacids. The reaction proceeds in the presence of trifluoromethanesulfonic anhydride via an unprecedented decarboxylative auto-condensation of the starting material. Herein, the scope and limitations of this transformation are reported. Graphical abstract: [Figure not available: see fulltext.]

A new protocol for a regioselective aldol condensation as an alternative convenient synthesis of β-ketols and α,β-unsaturated ketones

A general and convenient synthesis of β-ketols and α,β-alkenones has been achieved by a Knoevenagel condensation of a β-ketoacid with an aldehyde in aqueous medium. Saponification of a β-ketoester by an aqueous KOH 10% solution gives the potassium salt of the β-ketoacid, which is condensed in situ with an aldehyde at pH 7.8-8.0, at 60 °C for 5-6 h. The intermediate β-ketocarboxylate is smoothly decarboxylated in the reaction medium, giving the β-ketol in high yield (75-90%). Acidification of the reaction mixture at pH 1 and heating at 70 °C under vigorous stirring for 6 h, leads directly to the corresponding α,β-unsaturated ketone in good yield (65-75%).

The Function of Magnesium(II) N,N'-Dicyclohexylamidinide Complexes as a Carbon Dioxide Carrier

It is found that magnesium(II) N,N'-dicyclohexylamidinide complexes are useful reagents for the fixation of carbon dioxide and the transfer of the captured carbon dioxide moiety to active methylene compounds.

Use of β-Ketocarboxylic Acids for Syntheses of 6-Substituted 4-Hydroxy-2-pyrones and Acyclic β-Diketones

β-Ketocarboxylic acids including β-ketoglutaric acid half-esters were cyclized by treating them with 1,1'-carbonyl-diimidazole to give 6-substituted 3-acyl-4-hydroxy-2-pyrones in good yields. 5-Aryl-3,5-dioxo-1-pentanoic acid and monomethyl malonate gave 6-aryl-4-hydroxy-2-pyrone and dimethyl β-ketoglutarate, respectively, on similar treatment.Anibin, one of the Aniba alkaloids, was synthesized from 5-(3-pyridyl)-4-hydroxy-2-pyrone.In addition, it was confirmed that reaction of magnesium β-ketocarboxylate with acylimidazolide gave the corresponding acyclic β-diketone in excellent yield.Keywords - β-ketocarboxilic acid; biogenetic-type synthesis; 4-hydroxy-2-pyrone; β-polyketide; β-ketoglutaric acid; dehydroacetic acid; anibin; Aniba alkaloid; 3-acyl-4-hydroxy-2-pyrone; β-diketone.