17324-18-4

Usage

Structure

cis isomer of 3-ethyl-1,4-diphenyl-2-azetidinone

Properties

unique four-membered ring structure

Application

commonly used in organic synthesis and chemical research

Pharmaceutical applications

chiral building block in synthesis of drugs and bioactive compounds

Value

valuable tool for chemists and researchers in medicinal chemistry and drug discovery

Upstream product

• 37612-62-7 1-butyryl-3,5-dimethyl-1H-pyrazole 
• 538-51-2 benzylidene phenylamine 
• 105-54-4 butanoic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis of Optically Active β-Lactams by the Reaction of 2-Acyl-3-phenyl-l-menthopyrazoles with C=N Compounds

The reaction of 1-acyl-3,5-dimethyIpyrazoles 1 with C=N compounds was kinetically controlled with syn stereoselectivity through a lithium enolate intermediate using lithium diisopropylamide. In contrast, the anti stereoselective reaction of 1 was caused b

N-Trimethylsilyl Imines: Applications to the Synthesis of β-Lactams

Ester enolates and N-trimethylsilyl imines react to afford N-protio-β-lactams.The stereochemical course of the reaction depends on the ester enolate geometry.Therefore (E)-enolates give mainly cis β-lactams while (Z)-enolates give nearly equal mixtures of cis and trans β-lactams.The use of ethyl β-hydroxybutyrate as the ester component allows the preparation of β-lactams of potential use in carbapenem synthesis.The differences in the behavior of N-trimethylsilyl and N-aryl imines in ester-imine condensations are also discussed.