20913-25-1

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 2-METHYLCYCLOPROPANE-1-CARBOXYLATE is used as a key intermediate for the synthesis of N-Isothiazolyl Carboxamides, which are compounds with significant applications in the treatment of pain. These carboxamides exhibit potent analgesic properties, making them valuable in the development of new pain management medications.

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 1660, 1959 DOI: 10.1021/ja01516a037

InChI:InChI=1/C7H12O2/c1-3-9-7(8)6-4-5(6)2/h5-6H,3-4H2,1-2H3

Upstream product

• 70786-82-2 ethyl 4-chloropentanoate 
• 108-29-2 5-methyl-dihydro-furan-2-one 
• 70775-39-2 dimethylsulfoxonium methylide 
• 623-70-1 ethyl (E)-crotonate 
• 1774-47-6 trimethylsulfoxonium iodide 
• 64-17-5 ethanol 
• 86725-67-9 (2-oxo-5-methyltetrahydrofuran-3-yl)-phosphonic acid diethyl ester 
• 25966-39-6 3-bromo-5-methyldihydrofuran-2(3H)-one 

Downstream Products

• 29555-02-0 2-methyl-cyclopropanecarboxylic acid 
• 7452-79-1 ethyl 2-methylbutyrate 
• 108-64-5 Ethyl isovalerate 
• 539-82-2 ethyl n-valerate 
• 6142-57-0 (+/-)-trans-2-methylcyclopropanecarboxylic acid 
• 1266146-38-6 C₁₆H₁₆N₄O 
• 1050392-77-2 (R,R)-N-[3-(4-methoxyphenyl)isothiazol-5-yl]-2-methyl-cyclopropanecarboxamide 
• 1050393-23-1 (1R,2R)-N-(3-(4-methoxyphenyl)-4-methylisothiazol-5-yl)-2-methylcyclopropanecarboxamide 
• 1050393-47-9 (R,R)-N-[3-(4-chlorophenyl)-4-methylisothiazol-5-yl]-2-methylcyclopropanecarboxamide 
• 1050392-40-9 (R,R)-N-[3-(4-hydroxyphenyl)-4-methylisothiazol-5-yl]-2-methylcyclopropanecarboxamide 
• 1050393-35-5 (R,R)-N-[3-(4-ethoxyphenyl)-4-methylisothiazol-5-yl]-2-methylcyclopropanecarboxamide 
• 1050392-79-4 (R,R)-N-[3-(3-fluoro-4-methoxyphenyl)isothiazol-5-yl]-2-methyl-cyclopropanecarboxamide 
• 1050392-92-1 (R,R)-N-[3-[4-(1,1-difluoroethyl)phenyl]isothiazol-5-yl]-2-methylcyclopropanecarboxamide 
• 1050393-15-1 (R,R)-N-[4-bromo-3-(4-ethoxyphenyl)isothiazol-5-yl]-2-methylcyclopropanecarboxamide 

Relevant academic research and scientific papers

SUBSTITUTED CARBOXAMIDES

This application relates to a substituted carboxamide compound of formula I, or a pharmaceutically acceptable salt thereof, as defined herein, a pharmaceutical composition thereof, and its use in treating pain.

Base-catalyzed ethanolysis of α-diethoxyphosphoryl-γ-lactones: A facile synthesis of cyclopropanecarboxylates

A range of alkyl- and alkenylcyclopropanecarboxylic acid ethyl esters has been stereoselectively prepared by treatment of substituted α- diethoxyphosphoryl-γ-lactones with sodium ethoxide in tetrahydrofuran. Georg Thieme Verlag Stuttgart.

Picosecond Radical Kinetics. Alkoxycarbonyl Accelerated Cyclopropylcarbinyl Radical Ring Openings

Rate constants and Arrhenius functions for ring openings of the (trans-2-ethoxycarbonylcyclopropyl)methyl radical and the (trans-2-tert-butoxycarbonylcyclopropyl)methyl radical were determined by the PTOC-thiol method with PhSeH trapping.At 25 deg C, these radicals rearrange with rate constants of 7 and 12*1010 s-1, respectively.

Ethoxycarbonyl Acceleration of Cyclopropylcarbinyl Radical Ring Opening

Rate constants for ring opening of the methyl radical were determined by competition kinetics employing benzeneselenol trapping.

THE ASYMMETRIC SYNTHESIS OF CIS-SUBSTITUTED CYCLOPROPANECARBOXYLIC ACID DERIVATIVES

The asymmetric synthesis of cis-substituted cyclopropanecarboxylic acid derivatives is achieved via stereoselective electrophilic methylene transfer to Z-α,β-unsaturated acyl ligands bound to the iron chiral auxiliary 5-C5H5)Fe(CO)(PPH3)>.

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.