5698-29-3

Usage

Synthesis Reference(s)

Tetrahedron, 36, p. 2409, 1980 DOI: 10.1016/0040-4020(80)80219-5

InChI:InChI=1/C8H14O2/c9-8-6-4-2-1-3-5-7-10-8/h1-7H2

Upstream product

• 292-64-8 Cyclooctan 

Downstream Products

• 762-38-9 3-Keto-10-hydroxy-decansaeure-nitril 
• 629-41-4 1,8-Octanediol 
• 111-87-5 octanol 
• 14113-05-4 (E)-10-hydroxy-dec-2-enoic acid 
• 143211-13-6 8-hydroxy-octanal cyclohemiacetal 
• 22054-14-4 8-hydroxyoctanal 
• 93892-06-9 8-hydroxyoctanoic acid ethyl ester 
• 765-01-5 10-hydroxy-2-decenoic acid 
• 929-48-6 7-formylheptanoic acid 
• 104-50-7 gamma-octalactone 
• 63119-54-0 p-bromophenacyl 4-hydroxyoctanoate 
• 63084-35-5 1-(1-p-bromophenacyloxycarbonyl-3-heptyloxycarbonyl)-2-(4-thiazolyl)-benzimidazole 
• 63084-34-4 p-Bromophenacyl 4-chloroformyloxyoctanoate 
• 149647-78-9 vorinostat 

Relevant academic research and scientific papers

Method for preparing lactone compound by cycloalkane compound through oxidation

The invention discloses a method for preparing a lactone compound by a cycloalkane compound through oxidation. The method comprises the following steps of using the cycloalkane compound as the raw material, and further oxidizing by a catalysis system under the oxygen-containing atmosphere, so as to obtain the lactone compound, wherein the catalysis system comprises a catalyst and an additive; thecatalyst is selected from a cyclic organic nitrogen and oxygen free radical precursor in formulas (I), (II), (III) and (IV); in the formula, R1, R2 and R3 are independently selected from hydrogen atom, alkyl, cycloalkyl, aryl, heterocycle, hydroxyl, nitryl, or halogen, or at least two of R1, R2 and R3 form loops; the additive is selected from an aldehyde compound. The preparation method has the advantages that the corresponding lactone is prepared by the cycloalkane compound through a one-step method; the conditions are mild, the safety is high, and the metal catalytic oxidization is avoided;the selectivity of the target product, namely the lactone compound, is high. The formulae are shown in the description.

One-pot conversion of cycloalkanes to lactones

The one-pot conversion of cycloalkanes to their corresponding lactones was achieved through the use of a synthetic pathway consisting of a cytochrome P450 monooxygenase (CYP450) for initial oxyfunctionalization of the cycloalkane, an alcohol dehydrogenase for ketone production and a Baeyer-Villiger monooxygenase for lactone formation. Through variation of the cofactor dependence of the biocatalysts and the cofactor regeneration system, final product concentrations of nearly 3 g L-1 enantholactone (2-oxocanone) from cycloheptane was reached within 12 h with a total turnover number (TTN) of 4185 with respect to the CYP450.