23761-26-4

Basic information

• Product Name: 3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid
• Synonyms: 3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid;3-hydroxy-3-phenylcyclobutane-1-carboxylic acid
• CAS NO: 23761-26-4
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21118
• Mol File: 23761-26-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid(23761-26-4)
• EPA Substance Registry System: 3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid(23761-26-4)

Safety Data

• Hazardous Substances Data: 23761-26-4(Hazardous Substances Data)

Usage

General Description

3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid is a chemical compound with the molecular formula C11H12O3. It is a cyclic carboxylic acid that contains a hydroxyl group and a phenyl group attached to a cyclobutane ring. 3-Hydroxy-3-phenyl-cyclobutanecarboxylic acid is a colorless crystalline solid that is sparingly soluble in water but soluble in organic solvents. It is used in organic synthesis and pharmaceutical research as a building block for the production of various biologically active molecules and pharmaceutical drugs. The compound has potential applications in the development of new drugs with therapeutic properties.

Upstream product

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

Downstream Products

• 227935-29-7 methyl 3-phenylcyclobutane-1-carboxylate 
• 66016-28-2 3-phenylcyclobutane-1-carboxylic acid 
• 69584-48-1 1-(hydroxymethyl)-3-phenylcyclobutane 
• 106762-04-3 methyl 2-phenyl-1H-pyrrole-4-carboxylate 
• 31594-55-5 2-phenyl-4-carbomethoxy-Δ¹-pyrroline 
• 83249-09-6 methyl 3-phenylbicyclo<1.1.1>pentane-1-carboxylate 
• 83249-04-1 3-phenylbicyclo<1.1.1>pentane-1-carboxylic acid 
• 30493-91-5 methyl 3-chloro-3-phenylcyclobutane-1-carboxylate 
• 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 

Relevant articles and documents

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.

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.

COMPOUNDS

The present invention relates to novel compounds that inhibit Lp-PLA2 activity, processes for their preparation, to compositions containing them and to their use in the treatment of diseases associated with the activity of Lp-PLA2, for example Alzheimer's disease.