415678-65-8

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 4-(ethyloxy)-3-oxobutanoate is used as an intermediate in the synthesis of various pharmaceuticals for its ability to facilitate the production of complex organic molecules.
Used in Agrochemical Industry:
In the agrochemical sector, Methyl 4-(ethyloxy)-3-oxobutanoate is utilized as a reagent in the development of agrochemicals, contributing to the creation of effective crop protection agents.
Used in Fragrance Industry:
Methyl 4-(ethyloxy)-3-oxobutanoate is employed as a component in the production of fragrances, capitalizing on its fruity, rum-like odor to enhance the scent profiles of various products.
Used in Flavoring Industry:
Methyl 4-(ethyloxy)-3-oxobutanoate is used as a flavoring agent in the food industry, where its distinctive aroma and taste characteristics contribute to the development of unique flavor profiles.
Used in Preparation of Food Flavorings and Fragrance Ingredients:
Methyl 4-(ethyloxy)-3-oxobutanoate is used as a precursor in the preparation of ingredients that impart specific flavors and fragrances to food products, enhancing their sensory appeal.

Upstream product

• 38330-80-2 monomethyl monopotassium malonate 
• 64-17-5 ethanol 
• 17790-81-7 methyl 4-bromo-3-oxobutanoate 
• 67-56-1 methanol 

Downstream Products

• 415678-74-9 (-)-menthyl γ-ethoxyacetoacetate 
• 161420-70-8 (-)-menthyl γ-ethoxy-α-diazo-β-ketoester 

Relevant academic research and scientific papers

O-Heterocycle Synthesis via Intramolecular C-H Alkoxylation Catalyzed by Iron Acetylacetonate

Intramolecular alkoxylation of C-H bonds can rapidly introduce structural and functional group complexities into seemingly simple or inert precursors. The transformation is particularly important due to the ubiquitous presence of tetrahydrofuran (THF) motifs as fundamental building blocks in a wide range of pharmaceuticals, agrochemicals, and natural products. Despite the various synthetic methodologies known for generating functionalized THFs, most show limited functional group tolerance and lack demonstration for the preparation of spiro or fused bi- and tricyclic ether units prevalent in molecules for pharmacological purposes. Herein we report an intramolecular C-H alkoxylation to furnish oxacycles from easily prepared α-diazo-β-ketoesters using commercially available iron acetylacetonate (Fe(acac)2) as a catalyst. The reaction is proposed to proceed through the formation of a vinylic carboradical arising from N2 extrusion, which mediates a proximal H-atom abstraction followed by a rapid C-O bond forming radical recombination step. The radical mechanism is probed using an isotopic labeling study (vinyl C-D incorporation), ring opening of a radical clock substrate, and Hammett analysis and is further corroborated by density functional theory (DFT) calculations. Heightened reactivity is observed for electron-rich C-H bonds (tertiary, ethereal), while greater catalyst loadings or elevated reaction temperatures are required to fully convert substrates with benzylic, secondary, and primary C-H bonds. The transformation is highly functional group tolerant and operates under mild reaction conditions to provide rapid access to complex structures such as spiro and fused bi-/tricyclic O-heterocycles from readily available precursors.

CHEMICAL COMPOUNDS

The invention is directed to to substituted indazole derivatives. Specifically, the invention is directed to compounds according to Formula I: wherein R1 - R6 and X are defined herein. The compounds of the invention are inhibitors of PDK1 and can be useful in the treatment of disorders characterized by constitutively activated ACG kinases such as cancer and more specifically leukemia and cancers of the breast, colon, and lung. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting PDK1 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

Ruthenium(II) porphyrin catalyzed formation of (Z)-4-alkyloxycarbonyl-methylidene-1,3-dioxolanes from γ-alkoxy-γ-diazo-β-ketoesters

(equation presented) R1 = aryl, allyl R2= methyl, 2,4-dimethyl-3-pentyl and (-)-menthyl Ruthenum(II) porphyrins and dirhodium(II) acetate catalyze cyclization of γ-alkoxy-α-diazo-β-ketoesters to (Z)-4-(alkyloxycarbonylmethylidene)-1,3-dioxolanes selectively (ca. 68% yield) with no formation of 3(2H)-furanones. Reacting a diazo ketoester with [RuII(TTP)(CO)] [H2TTP = meso-tetrakis(p-tolyl) porphyrin] in toluene afforded a ruthenium carbenoid complex, which has been isolated and spectroscopically characterized. A mechanism involving hydrogen atom migration from the C-H bond to the ruthenium carbenoid is proposed.

1,4-Dihydropyridine esters

A new class of 1,4-dihydropyridines which are characterized by the presence of ester substitutes at positions 3 and 5 of the nucleus and by the presence of an alkoxyalkyl at position 2. The products exhibit coronary activity and have particular application as coronary dilators, antifibrillators, anti-hypertensives, and as muscular and vascular spasmolytics.