128062-25-9

Upstream product

• 456-22-4 4-Fluorobenzoic acid 
• 459-73-4 GlyOEt*HCl 
• 623-33-6 glycine ethyl ester hydrochloride 
• 403-43-0 4-fluorobenzoyl chloride 
• 459-56-3 4-fluorobenzylic alcohol 
• 459-57-4 4-fluorobenzaldehyde 

Downstream Products

• 366-79-0 p-fluorohippuric Acid 

Relevant academic research and scientific papers

An efficient one-pot synthesis of hippuric acid ethyl ester derivatives

A rapid, one-pot procedure is described for the preparation of the ethyl esters of a number of ring-substituted N-benzoyl glycine (hippuric acid) derivatives from readily-available starling materials.

Discovery of N-(2-(Benzylamino)-2-oxoethyl)benzamide analogs as a novel scaffold of pancreatic β-cell protective agents against endoplasmic reticulum stress

Endoplasmic reticulum (ER) stress-induced pancreatic β-cell dysfunction and death play important roles in the development of diabetes. The 1,2,3-triazole derivative 1 is one of only a few structures that have thus far been identified that protect β cells against ER stress. However, this compound has narrow activity range and limited aqueous solubility. To overcome these, we designed and synthesized a new scaffold in which the triazole pharmacophore was substituted with a glycine-like amino acid. Structure–activity relationship studies on this scaffold identified a N-(2-(Benzylamino)-2-oxoethyl)benzamide analog WO5m that possesses β-cell protective activity against ER stress with much improved potency (maximal activity at 100% with EC50 at 0.1?±?0.01?μm) and water solubility. Identification of this novel β-cell protective scaffold thus provides a new promising modality for the treatment of diabetes.

Microwave-Assisted Ruthenium-Catalysed ortho-C?H Functionalization of N-Benzoyl α-Amino Ester Derivatives

A microwave-assisted highly efficient intermolecular C?H functionalization sequence has been developed to access substituted isoquinolones using α-amino acid esters as a directing group. This methodology enables a wide range of N-benzoyl α-amino ester derivatives to react via a Ru-catalysed C?H bond activation sequence, to form isoquinolones with moderate to excellent yields. As an additional advantage, our strategy proved to be widely applicable and also enabled the reaction of alkenes to provide access to alkenylated benzamides. The methodology was also extended towards the synthesis of isoquinoline alkaloids derivatives viz. oxyavicine and a dipeptide. The developed protocol is simple and cheap, avoids tedious workup procedures and works efficiently under MW irradiation. (Figure presented.).

Tandem oxidative amidation of benzyl alcohols with amine hydrochloride salts catalysed by iron nitrate

A tandem process for the oxidative amidation of benzyl alcohols with amine hydrochloride salts has been developed using inexpensive Fe(NO3) 3 as the catalyst, air and aqueous t-butyl hydroperoxide as oxidants. A wide range of benzamides have been synthesized under mild conditions. This greener amide formation method provides an economical and practical assess to benzamides from readily available and inexpensive starting materials.

Substituents effect on the erlenmeyer-ploechl reaction: Understanding an observed process reaction time

A systematic study on hippuric acid substituents was performed in order to better understand the influence of stereoelectronic factors on the Erlenmeyer reaction rate. In addition, two reaction systems were evaluated: Huenig's base solvent free conditions and catalytic sodium acetate in 2-methyl-THF. The effect on reaction rate of electron withdrawing and electron donating groups are reported. Specifically, the study led to the conclusion that stereoelectronic factors have significant influence in one of our key Erlenmeyer reaction by affecting its reaction rate.