939-87-7

Usage

Uses

Used in Pharmaceutical Industry:
TRANS-2-PHENYL-1-CYCLOPROPANECARBONYL CHLORIDE is used as a key intermediate in the synthesis of trans-1-[(2-phenylcyclopropyl)methyl]-4-arylpiperazines. These compounds have potential applications as pharmaceutical agents, particularly in the development of drugs targeting the central nervous system and other therapeutic areas.
Used in Chemical Synthesis:
In the field of chemical synthesis, TRANS-2-PHENYL-1-CYCLOPROPANECARBONYL CHLORIDE is utilized as a versatile building block for the creation of various organic compounds. Its unique structure allows for a wide range of reactions, making it a valuable component in the synthesis of complex molecules and advanced materials.
Used in Research and Development:
TRANS-2-PHENYL-1-CYCLOPROPANECARBONYL CHLORIDE is also employed in research and development settings, where it is used to explore new chemical reactions and investigate the properties of cyclopropane-containing compounds. This research can lead to the discovery of novel applications and advancements in various industries, including pharmaceuticals, materials science, and more.

InChI:InChI=1/C10H9ClO/c11-10(12)9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6H2

Upstream product

• 939-89-9 (1S*,2R*)-2-phenylcyclopropane-1-carboxylic acid 
• 939-90-2 trans-2-phenylcyclopropane-1-carboxylic acid 
• 5685-38-1 2-phenyl-cyclopropanecarboxylic acid 
• 140-10-3 (E)-3-phenylacrylic acid 
• 946-38-3 ethyl 2-phenylcyclopropylcarboxylate 

Downstream Products

• 108546-83-4 2,6-di(tert-butyl)-4-methylphenyl 2-phenylcyclopropanecarboxylate 
• 5366-06-3 (3-Phenyl-propen-⁽¹⁾-yl)-mesitylketon 
• 620151-96-4 (S)-ethyl N-(2-phenylcyclopropanecarbonyl)-4,4-dimethylpyroglutamate 
• 667871-19-4 3-[1-methyl-4-(2-phenyl-cyclopropanecarbonyl)-1H-pyrrol-2-yl]-acrylic acid ethyl ester 
• 92250-72-1 morpholin-4-yl-(2-phenylcyclopropyl)methanone 
• 15295-43-9 1-benzoyl-2-phenylcyclopropane 
• 620152-24-1 1-(2-phenylcyclopropyl)propan-1-one 

Relevant academic research and scientific papers

Decarboxylative Borylation of mCPBA-Activated Aliphatic Acids

A decarboxylative borylation of aliphatic acids for the synthesis of a variety of alkylboronates has been developed by mixing m-chloroperoxybenzoic acid (mCPBA)-activated fatty acids with bis(catecholato)diboron in N,N-dimethylformamide (DMF) at room temperature. A radical chain process is involved in the reaction which initiates from the B-B bond homolysis followed by the radical transfer from the boron atom to the carbon atom with subsequent decarboxylation and borylation.

Modular Tuning of Electrophilic Reactivity of Iridium Nitrenoids for the Intermolecular Selective α-Amidation of β-Keto Esters

We report herein an Ir-catalyzed intermolecular amino group transfer to β-keto esters (amides) to access α-aminocarbonyl products with excellent chemoselectivity. The key strategy was to engineer electrophilicity of the putative Ir-nitrenoids by tuning electronic property of the κ2-N,O chelating ligands, thus facilitating nucleophilic addition of enol π-bonds of 1,3-dicarbonyl substrates.

Diastereoselective olefin amidoacylationviaphotoredox PCET/nickel-dual catalysis: reaction scope and mechanistic insights

The selective 1,2-aminoacylation of olefins provides opportunities for the rapid construction of nitrogen-containing molecules. However, the lack of CO-free acylation reactions has limited their application. By using photoredox proton-coupled electron transfer (PCET)/Ni dual-catalysis, a highly regio- and diastereoselective amidoacylation of unactivated olefins has been developed. Various acyl electrophiles are compatible, including alkyl- and aryl acyl chlorides and anhydrides, as well asin situactivated carboxylic acids. Hammett studies and other mechanistic experiments to elucidate features of the diastereoselectivity, a transient absorption study of the PCET step, as well as computational evidence, provide an in-depth understanding of the disclosed transformation.

Iron-Catalyzed Intramolecular C-H Amination of α-Azidyl Amides

Iron-catalyzed intramolecular C-H amination of aliphatic azides has recently emerged as a powerful tool for the preparation of nitrogen heterocycles. This paper reports that α-azidyl amides can be converted in high efficacy to imidazolinone compounds via intramolecular C(sp3)-H amination by the action of a simple catalytic system composed of FeCl2 and a β-diketiminate ligand. The reactions provide a simple and atom-economical approach toward polysubstituted imidazolinones.

Visible Light-Mediated Decarboxylative Alkylation of Pharmaceutically Relevant Heterocycles

A net redox-neutral method for the decarboxylative alkylation of heteroarenes using photoredox catalysis is reported. Additionally, this method features the use of simple, commercially available carboxylic acid derivatives as alkylating agents, enabling the facile alkylation of a variety of biologically relevant heterocyclic scaffolds under mild conditions.

Novel non-trimethoxylphenyl piperlongumine derivatives selectively kill cancer cells

Piperlongumine (PL) is a natural alkaloid with broad biological activities. Twelve analogues have been designed and synthesized with non-substituted benzyl rings or heterocycles in this work. Most of the compounds showed better anticancer activities than the parent PL without apparent toxicity in normal cells. Elevation of cellular ROS levels was one of the main anticancer mechanisms of these compounds. Cell apoptosis and cell cycle arrest for the best compound ZM90 were evaluated and similar mechanism of action with PL was demonstrated. The SAR was also characterized, providing worthy directions for further optimization of PL compounds.

The synergistic effect of copper chromite spinel nanoparticles (CuCr2O4) and basic ionic liquid on the synthesis of cyclopropanecarboxylic acids

Abstract: An efficient synthesis of cyclopropanecarboxylic acids using copper chromite spinel nanoparticles and basic ionic liquid is described. In this study, a relatively simple method starting with trans-cinnamic acid for the synthesis of (±)-trans-2-phenylcyclopropanecarboxylic acid, a key intermediate in the synthesis of tranylcypromine sulfate as an active pharmaceutical ingredient, was employed. Using a combination of basic ionic liquid [Bmim]OH and copper chromite spinel nanoparticles as a catalytic system, the best results were obtained in THF as a polar solvent. This method is a useful alternative to other approaches described in the literature. The use of commercially available chemicals, decreased environmental hazards, with no need for the separation of stereoisomers, and consequently a reduced number of overall steps, are the advantages of this approach that make it an appropriate choice at an increased scale. Graphical Abstract: [Figure not available: see fulltext.]

Compounds with cardiac myosin activating function and pharmaceutical composition containing the same for treating or preventing heart failure

The present invention relates to a compound having a cardiotonic activating function and a pharmaceutical composition containing the same. The composition comprising the compound according to the present invention is effective in preventing or treating heart failure. In addition, the compound is represented by chemical formula 2 or is pharmaceutically acceptable salt thereof.COPYRIGHT KIPO 2016

Compounds with cardiac myosin activating function and pharmaceutical composition containing the same for treating or preventing heart failure

Disclosed are a compound having cardiotonic activity and a pharmaceutical composition containing the same, and the composition containing the compound, according to the present invention, is useful for preventing and treating heart failure.COPYRIGHT KIPO 2016