57965-24-9

Usage

Uses

Used in Pharmaceutical Industry:
5,5-DIMETHYL-4-OXOHEXANOIC ACID is used as a building block for the synthesis of various drugs, contributing to the development of new medications and therapies.
Used in Biochemical Research:
5,5-DIMETHYL-4-OXOHEXANOIC ACID is used as a biochemical reagent, aiding in the study and understanding of biological processes and mechanisms.
Used in Organic Synthesis:
5,5-DIMETHYL-4-OXOHEXANOIC ACID is used as a precursor for the production of other organic compounds, enabling the creation of a wide range of chemical products.
Used in Nutritional Supplements:
5,5-DIMETHYL-4-OXOHEXANOIC ACID, as leucine, is used in nutritional supplements to support protein synthesis and muscle repair, promoting overall health and well-being. However, caution must be exercised to avoid excessive intake that may lead to side effects such as hypoglycemia and ketoacidosis.

InChI:InChI=1/C8H14O3/c1-8(2,3)6(9)4-5-7(10)11/h4-5H2,1-3H3,(H,10,11)

Upstream product

• 75-97-8 3,3-dimethyl-butan-2-one 
• 873963-77-0 (3,3-dimethyl-2-oxo-butyl)-malonic acid 
• 84989-84-4 (Z)-2-tert-Butyl-2-methoxycyclopropancarbonsaeure 
• 5469-26-1 1-Bromopinacolon 
• 1384959-27-6 dimethyl 2-(3,3-dimethyl-2-oxobutyl)malonate 
• 443119-22-0 pivaloyl-succinic acid diethyl ester 
• 344309-16-6 2-tert-Butyl-2-methoxycyclopropancarbonsaeure-ethylester 
• 77903-42-5 2-tert-Butyl-2-trimethylsilanyloxy-cyclopropanecarboxylic acid methyl ester 

Downstream Products

• 1384959-25-4 5,5-dimethyl-4-{[6-(2-methyl-acryloylamino)-hexanoyl]-hydrazono}-hexanoic acid N-[3-(acridin-9-ylamino)-5-hydroxymethyl-phenyl]-amide 
• 1384959-22-1 C₂₈H₂₉N₃O₃ 

Relevant academic research and scientific papers

Polymer conjugates of acridine-type anticancer drugs with pH-controlled activation

Acridines are potent DNA-intercalating anticancer agents with high in vivo anticancer effectiveness, but also severe side effects. We synthesized five 9-anilinoacridine-type drugs and their conjugates with biocompatible water-soluble hydrazide polymer carrier. All of the synthesized acridine drugs retained their in vitro antiproliferative properties. Their polymer conjugates were sufficiently stable at pH 7.4 (model of pH in blood plasma) while releasing free drugs at pH 5.0 (model of pH in endosomes). After internalization of the conjugates, the free drugs were released and are visible in cell nuclei by fluorescence microscopy. Their intercalation ability was proven using a competitive ethidium bromide displacement assay.

Ring Opening Reactions of Methyl 2-Siloxycyclopropanecarboxylates to Oxoalkanoic Acid Derivatives

A great variety of methyl 2-(trialkylsiloxy)cyclopropanecarboxylates C1 - C31 are cleaved under very mild conditions and with excellent yields providing 4-oxoalkanoic esters D1 - D31 which are important synthetic building blocks.Even sensible esters with formyl, vinyl ketone, or trimethylsiloxy functions can be prepared.Corresponding to the regioselective synthesis of C isomeric pairs of D can deliberately be constructed.In the presence of an electrophile alkylating ring opening delivers 4-oxoalkanoates substituted in position 2, however, the degree of alkylation does not exceed 60percent.Several other cleavage variations allow syntheses of other 4-oxoalkanoic acid derivatives in effective one-pot procedures.

Isomerisation of 2-Alkoxycyclopropanecarboxylic Acids - An Effective Synthesis of 4-Oxo Carboxylic Acids

(Z/E)-2-Alkoxycyclopropanecarboxylic esters 2/3 were prepared from enol ethers 1 and ethyl diazoacetate.The saponification of these esters gives the corresponding (Z/E)-2-alkoxycyclopropanecarboxylic acids 4/5, which show stereomutation in water/methanol.This isomerisation was studied in labelled solvents and interpreted for the example of (E)-2-methoxy-2-phenylcyclopropanecarboxylic acid (5a).On heating in water/methanol the compounds 4/5 are transformed quantitatively into the corresponding 4-oxo carboxylic acids 6.