23761-26-4

Usage

Uses

Used in Pharmaceutical Research:
3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid is utilized as a key intermediate in the synthesis of various pharmaceutical drugs. Its unique structure allows for the development of molecules with specific biological activities, contributing to the advancement of new treatments for a range of medical conditions.
Used in Organic Synthesis:
In the field of organic synthesis, 3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid is employed as a versatile building block. Its chemical properties enable it to participate in a variety of reactions, facilitating the creation of complex organic compounds for use in different industries, including the development of new materials and chemical products.
Used in Drug Development:
3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid is used as a precursor in the development of new drugs with therapeutic properties. Its potential lies in its ability to be modified and functionalized to produce molecules that can interact with biological targets, offering new avenues for treating diseases and improving patient outcomes.

Upstream product

• 108-86-1 bromobenzene 
• 23761-23-1 3-oxocyclobutanecarboxylic acid 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 30493-91-5 methyl 3-chloro-3-phenylcyclobutane-1-carboxylate 
• 227935-29-7 methyl 3-phenylcyclobutane-1-carboxylate 
• 66016-28-2 3-phenylcyclobutane-1-carboxylic acid 
• 69584-48-1 1-(hydroxymethyl)-3-phenylcyclobutane 
• 83249-09-6 methyl 3-phenylbicyclo<1.1.1>pentane-1-carboxylate 
• 83249-04-1 3-phenylbicyclo<1.1.1>pentane-1-carboxylic acid 
• 23761-27-5 3-phenyl-3-chlorocyclobutane-1-carboxylic acid 
• 30493-96-0 methyl 3-phenylbicyclo<1.1.0>butanecarboxylate 
• 30493-98-2 Dimethyl-1-<3-phenylbicyclo<1.1.0>butyl>methanol 
• 106762-04-3 methyl 2-phenyl-1H-pyrrole-4-carboxylate 
• 31594-55-5 2-phenyl-4-carbomethoxy-Δ¹-pyrroline 

Relevant academic research and scientific papers

Polyhalogenated Bicyclo[1.1.1]pentane-1,3-dicarboxylic Acids

Herein we report the highly selective radical chlorination of 2,2-difluorobicyclo[1.1.1]pentane-1,3-dicarboxylic acid. Together with radical hydrodechlorination by TMS3SiH, four new bicyclo[1.1.1]pentane cages carrying two fluorine and one to three chlorine atoms in bridge positions have been obtained. The exact positions of all halogen atoms have been confirmed by X-ray diffraction. The acidity constants (pKa) for all new derivatives have been determined by capillary electrophoresis, and these experimental values show excellent agreement with pKas predicted by DFT methods. Extensive DFT calculations have been used to rationalize the selective formation of four out of nine possible F2Cl1-4 isomers of bridge-halogenated bicyclo[1.1.1]pentanes and to obtain relative strain energies for all possible isomers.

Synthesis of 1-Pyrroline by Denitrogenative Ring Expansion of Cyclobutyl Azides under Thermal Conditions

We herein report an efficient and systematic synthesis of 1-pyrrolines from cyclobutyl azides under thermal and neutral conditions. The reaction proceeded without any additional reagents, and nitrogen was generated as the sole by-product. Furthermore, the generated 1-pyrrolines could be continuously transformed into pyrroles, N-Boc-amines, and oxaziridines in an one-pot manner. (Figure presented.).

Nickel-Catalyzed Cross-Coupling of Aryl Pivalates with Cyclobutanols Involving C—O and C—C Bond Cleavage?

An efficient nickel-catalyzed cross-coupling of aryl pivalates with cyclobutanols is described. The use of Ni(cod)2/PCy3/base as the catalytic system enables the cleavage of inert C—O bond and C—C bond under mild conditions, thus providing a facile access to γ-arylated ketones in generally good to excellent yields. This transformation is also characterized by wide substrate scope and functional group compatibility, for example, methoxy, N,N-dimethylamino, keto, ester, fluoro and TMS groups are well-tolerated during the reaction process.

Difluoro-Substituted Bicyclo[1.1.1]pentanes for Medicinal Chemistry: Design, Synthesis, and Characterization

A practical synthetic approach to the difluoro-substituted bicyclo[1.1.1]pentanes was developed. The key step was an addition of difluorocarbene (:CF2) to electron-rich bicyclo[1.1.0]butanes by the CF3TMS/NaI system. The obtained dif

ANTIDIABETIC COMPOUNDS

Novel compounds of the structural formula (I), and the pharmaceutically acceptable salts thereof, are agonists of G-protein coupled receptor 40 (GPR40) and may be useful in the treatment, prevention and suppression of diseases mediated by the G-protein-coupled receptor 40. The compounds of the present invention may be useful in the treatment of Type 2 diabetes mellitus, and of conditions that are often associated with this disease, including obesity and lipid disorders, such as mixed or diabetic dyslipidemia, hyperlipidemia, hypercholesterolemia, and hypertriglyceridemia.