95741-44-9

Usage

Uses

Used in Organic Synthesis:
(4-Bromo-3,5-dimethyl)phenyl benzyl ether is used as a reagent in organic synthesis for its unique chemical properties, enabling the formation of new compounds and facilitating various chemical reactions.
Used in Pharmaceutical Industry:
(4-Bromo-3,5-dimethyl)phenyl benzyl ether is used as a pharmaceutical intermediate due to its potential role in the development of new drugs and therapeutic agents.
Used in Material Science:
(4-Bromo-3,5-dimethyl)phenyl benzyl ether may have applications in the development of new materials, given its unique chemical structure and properties, which could contribute to the creation of innovative materials with specific characteristics.

Upstream product

• 7463-51-6 4-bromo-3,5-dimethylphenol 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 

Downstream Products

• 729590-62-9 C₂₀H₂₂O₃ 
• 123715-02-6 H-Dmt 
• 945669-52-3 (S)-O-benzyl-N-(tert-butoxycarbonyl)-2,6-dimethyltyrosine 
• 865139-24-8 ethyl 6-(acetylamino)-4'-(benzyloxy)-2',6'-dimethylbiphenyl-3-carboxylate 
• 865139-19-1 methyl 4'-(benzyloxy)-2',6,6'-trimethylbiphenyl-3-carboxylate 

Relevant academic research and scientific papers

Design, synthesis and evaluation of potent G-protein coupled receptor 40 agonists

GPR40 has emerged as an attractive drug target for the treatment of type 2 diabetes due to its role in the enhancement of insulin secretion with glucose dependency. With the aim to improve the metabolic and safety profiles, a series of novel phenylpropionic acid derivatives were synthesized. Extensive structural optimization led to identification of compounds 22g and 23e as potent GPR40 agonists with moderate liver microsomal stability. All the discovery supported further exploration surrounding this scaffold.

Synthesis and characterization of ruthenium(II) complexes with dendritic N-heterocyclic carbene ligands Metallodendrimers Special Issue

Ru(II) complexes with a N-heterocyclic carbene ligand bearing flexible zeroth-, first-, or second-generation dendritic moieties were synthesized and characterized. The structure of the ruthenium complex with the zeroth-generation dendritic moieties was determined by X-ray crystallography. ONIOM calculations showed that the second generation dendritic moieties surrounded the ruthenium core. These complexes worked as active catalysts for the ring-closing metathesis at 25 °C.

Functionalizing αvβ3- or α5β1-selective integrin antagonists for surface coating: A method to discriminate integrin subtypes in vitro

Stuck with the right choice: αvβ3- or α5β1-selective integrin ligands were functionalized for surface coating without losing activity and selectivity. The coating of nanostructured gold surfaces with these compounds stimulated subtype-selective cell adhesion of genetically modified αvβ3- or α5β1-expressing fibroblasts in vitro. Copyright

NEW INDANYLOXYDIHYDROBENZOFURANYLACETIC ACID DERIVATIVES AND THEIR USE AS GPR40 RECEPTOR AGONISTS

The present invention relates to compounds of general formula (I), wherein the groups R1, R2 and m are defined as in claim 1, which have valuable pharmacological properties, in particular bind to the GPR40 receptor and modulate its activity. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

AMINOPHENYLPROPANOIC ACID DERIVATIVE

A compound represented by the formula (1): wherein each symbol is as defined in the specification, and a salt thereof and a prodrug thereof unexpectedly have superior GPR40 receptor agonist activity, superior in the properties as a pharmaceutical product such as stability and the like, and can be a safe and useful pharmaceutical agent as a drug for the prophylaxis or treatment of GPR40 receptor related pathology or diseases such as diabetes and the like.

BICYCLIC DERIVATIVES AS PPAR MODULATORS

The present invention is directed to compounds represented by the following structural formula, Formula (I), and stereoisomers, pharmaceutically acceptable salts, solvates and hydrates thereof, wherein: (a) R2 is selected from the group consisting of C0-C8 alkyl and C1-4- heteroalkyl; (b) X is selected from the group consisting of a single bond, O, S, S(O)2 and N; (c) U is an aliphatic linker wherein one carbon atom of the aliphatic linker is optionally replaced with O, NH or S, and wherein such aliphatic linker is optionally substituted with from one to four substituents each independently selected from R30; (d) Y is selected from the group consisting of C, O, S, NH and a single bond; and (e) E is C(R3)(R4)A or A.

Structural determinants of selective thyromimetics

The thyromimetic GC-1 shows a preference for binding the β form of the thyroid hormone receptor (TR). GC-1 was designed as an analogue of the thyromimetic DIMIT, which has a lower affinity for TR and is not selective. GC-1 has a methylene group linking it

Convenient, asymmetric synthesis of enantiomerically pure 2',6'- dimethyltyrosine (DMT) via alkylation of chiral equivalent of nucleophilic glycine

Asymmetric synthesis of (S)-2',6'-dimethyltyrosine (DMT) via reactions of 4'-benzyloxy-2',6'-dimethylbenzyl bromide with Ni(II)-complexes of the chiral Schiff base of glycine with (S)-o-[N-(N-benzylprolyl)amino]- benzophenone was developed. Inexpensive and readily available reagents and solvents involved, including recyclable chiral auxiliary, simplicity of the experimental procedures and high chemical yields, make this method synthetically attractive for preparing the target amino acids on a multi-gram scale. (C) 2000 Elsevier Science Ltd.

Reactivity in the Para Oxo Ketene Route of Ester Hydrolysis. The Effect of Internal Nucleophilicity and the Irrelevance of B Strain

The hydrolysis of 2,4-dinitrophenyl (DNP) esters of substituted 4-hydroxybenzoic acids obeys the equation kobsd = (ka + kb->)/(1 + +>/Ka) and involves a para oxo ketene intermediate.The ka term fits a Broensted equation against the pK of the 4-hydroxybenzoate (log ka = 1.15pKa - 11.71) provided the 2,6-positions of the benzoate are free.The ka term for the 2,6-dimethyl-4-hydroxybenzoate ester is 1015-fold larger than that for the parent 4-hydroxybenzoate ester.An electronic effect due to different hydroxyl pKa's may be calculated from the above linear free energy relationship to contribute 1.6percent of the discrepancy.The other component of the discrepancy is ascribed to a preferred alignment of the ester in the 2,6-dimethyl case perpendicular to the plane of the aromatic ring. The fused ketene in the microscopic reverse reaction has a LUMO acceptor orbital perpendicular to the plane of the ring, in agreement with our conclusions.Force-field calculations of nonbonding interactions indicate no strain release in the elimination mechanism giving rise to ka.The dramatic (107-fold) enhancement of the apparent second-order rate constant for alkaline hydrolysis of the 2,6-dimethyl ester compared with that of the corresponding 2',4'-dinitrophenyl 4-methoxy-2,6-dimethylbenzoate is due mostly to the steric strain imposed in the tetrahedral transition state for the latter reaction.This strain is not sufficient, however, to cause the normal BAc2 mechanism in the alkaline hydrolysis of mesitoates to change to a "square planar" concerted process.