71441-76-4

Usage

Uses

Used in Chemical Synthesis:
ETHYL 1-METHYLCYCLOPROPANE-1-CARBOXYLATE is used as a synthetic intermediate for the preparation of secondary and tertiary amides directly with sodium diethyldiamidoaluminate as the catalyst. This application is significant in the pharmaceutical and agrochemical industries, where amides are key components in the synthesis of various drugs and pesticides.
Used in Research and Development:
In the field of research and development, ETHYL 1-METHYLCYCLOPROPANE-1-CARBOXYLATE is utilized to study trimethylaluminium mediated amide bond formation in a continuous flow microreactor. This research is crucial for understanding the reaction mechanisms and optimizing the synthesis processes for industrial applications.
Used in the Pharmaceutical Industry:
ETHYL 1-METHYLCYCLOPROPANE-1-CARBOXYLATE is used as a building block in the synthesis of various pharmaceutical compounds. Its unique cyclic structure and functional groups make it a valuable component in the development of new drugs with improved efficacy and reduced side effects.
Used in the Agrochemical Industry:
In the agrochemical industry, ETHYL 1-METHYLCYCLOPROPANE-1-CARBOXYLATE is employed as a starting material for the synthesis of various pesticides and insecticides. Its versatility in chemical reactions allows for the development of new compounds with enhanced pest control properties and reduced environmental impact.
Used in the Flavor and Fragrance Industry:
Due to its mild, fruity odor, ETHYL 1-METHYLCYCLOPROPANE-1-CARBOXYLATE is also used in the flavor and fragrance industry as a component in the creation of various scents and flavors for consumer products such as perfumes, cosmetics, and food additives.

InChI:InChI=1/C7H12O2/c1-3-9-6(8)7(2)4-5-7/h3-5H2,1-2H3

Upstream product

• 70786-83-3 ethyl 4-chloro-2-methylbutanoate 
• 29820-55-1 Bicyclo<1.1.0>butan-1-carbonsaeure-ethylester 
• 97-63-2 methyl methacrylate 
• 4606-07-9 ethyl cyclopropylcarboxylate 
• 74-88-4 methyl iodide 

Downstream Products

• 15910-91-5 1-methylcyclopropanecarboxamide 
• 634202-30-5 N-(3-bromopyridin-2-yl)-1-methylcyclopropanecarboxamide 
• 148312-58-7 2-cyclopropylamino-4-(1-methylcyclopropyl)-6-morpholino-1,3,5-triazine 
• 1019680-55-7 N-benzyl-1-methylcyclopropanecarboxamide 
• 16480-05-0 1-methylcyclopropanecarbonyl chloride 
• 2746-14-7 1-methylcyclopropanemethanol 
• 1267851-21-7 2-(4-(6-aminopyridin-3-yl)phenyl)-N-(5-(1-methylcyclopropyl)isoxazol-3-yl)acetamide 
• 1267856-42-7 N-(5-(1-methylcyclopropyl)isoxazol-3-yl)-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide 
• 6914-76-7 1-Methyl-cyclopropanoic acid 
• 7452-79-1 ethyl 2-methylbutyrate 
• 3938-95-2 2,2-dimethyl-propanoic acid ethyl ester 

Relevant academic research and scientific papers

Discovery of Novel, Orally Bioavailable β-Amino Acid Azaindole Inhibitors of Influenza PB2

In our efforts to develop novel small-molecule inhibitors for the treatment of influenza, we utilized molecular modeling and the X-ray crystal structure of the PB2 subunit of the influenza polymerase to optimize a series of acyclic β-amino acid inhibitors, highlighted by compound 4. Compound 4 showed good oral exposure in both rat and mouse. More importantly, it showed strong potency versus multiple influenza-A strains, including pandemic 2009 H1N1 and avian H5N1 strains and showed a strong efficacy profile in a mouse influenza model even when treatment was initiated 48 h after infection. Compound 4 offers good oral bioavailability with great potential for the treatment of both pandemic and seasonal influenza.

β-Arylation of carboxamides via iron-catalyzed C(sp3)-H bond activation

A 2,2-disubstituted propionamide bearing an 8-aminoquinolinyl group as the amide moiety can be arylated at the β-methyl position with an organozinc reagent in the presence of an organic oxidant, a catalytic amount of an iron salt, and a biphosphine ligand at 50 C. Various features of selectivity and reactivity suggest the formation of an organometallic intermediate via rate-determining C-H bond cleavage rather than a free-radical-type reaction pathway.

Process for cyclizing upsilon-chlorocarboxylic acids

γ-chlorocarboxylic acid methyl or ethyl esters are cyclized to the corresponding cyclopropane carboxylic acid esters by employing the sodium or potassium alcoholate of methanol or ethanol in the presence of the same alcohol at a temperature above the boiling point of the alcohol employed.

Hydrogenolysis of Small Cycloalkanes, XI. - Hydrogenation of Bicyclobutane-1- and -2-carboxylates

Hydrogenation of ethyl bicyclobutane-2-carboxylate (1) with Pd/C in ethanol at normal conditions leads to 95 percent of ethyl 2-methylbutyrate (2) and 5 percent of ethyl n-valerate (3).The corresponding 1-carboxylic acid ester 8 yields 99 percent of 2 but less than 1 percent of cyclobutane as well as the cis- and trans-2-methylcyclopropanecarboxylates 5 and 9.In this case 2-methylenebutyric and cis- and trans-2-methylcrotonic acid esters (10, 11a, and 12) can be detected as intermediates.From these, conclusions can be made about the mechanism at the catalyst. 5 is the main product with a poisoned catalyst.

Synthesis of Cyclopropane Derivatives from Electron-deficient Olefins and Dichloromethane via Copper(I) Catalysed Photochemical Addition followed by an Electroreductive Dehalogenation Reaction

The CuCl-catalysed photochemical reaction of electron-deficient olefins with dichloromethane gave 1,3-dichloro compounds, which then afforded cyclopropane derivatives by electrochemical reduction.