83716-63-6

Usage

Commonly known as

4-(2-chlorophenyl)-2-azetidinone

Use

Synthesis of pharmaceuticals and agrochemicals

Type

Lactam (cyclic amide)

Properties

Antibacterial and antifungal

Potential uses

Treatment of various diseases, including cancer

Common applications

Research and development laboratories

Availability

Not commonly found in commercial products for general public use

Upstream product

• 1189-71-5 isocyanate de chlorosulfonyle 
• 2039-87-4 2-chlorostyrene 
• 89-98-5 2-chloro-benzaldehyde 
• 68208-20-8 3-amino-3-(2-chloro-phenyl)-propionic acid 
• 566198-10-5 (+/-)-trimethylsilyl β-(N-trimethylsilylamino)-β-(2-chlorophenyl)propionate 

Downstream Products

• 930769-47-4 (S)-4-(2-chlorophenyl)-2-azetidinone 
• 740794-79-0 (R)-3-amino-3-(2-chlorophenyl)propionic acid 
• 948027-10-9 C₉H₈ClNO 
• 1331772-10-1 C₁₃H₁₄ClNO₂ 
• 1372804-79-9 3-amino-3-(2-chlorophenyl)-1-phenylpropan-1-one 
• 1407189-14-3 N-(benzyl)-4-(2-chlorophenyl)-azetidin-2-one 
• 57152-94-0 N-benzylcinnamamide 

Relevant academic research and scientific papers

The acid-mediated ring opening reactions of α-aryl-lactams

4-Aryl-azetidin-2-ones (β-lactams) undergo ring opening with triflic acid to give cinnamamides which, in benzene, react further to give 3-aryl-3-phenyl-propionamides. Prolonged reaction times in benzene give 3,3-diphenyl-propionamide via an aryl/phenyl ex

A new route to enantiopure β-aryl-substituted β-amino acids and 4-aryl-substituted β-lactams through lipase-catalyzed enantioselective ring cleavage of β-lactams

A simple and efficient direct enzymatic method was developed for the synthesis of 4-aryl-substituted β-lactams and the corresponding β-amino acid enantiomers through the CAL-B (lipase B from Candida antarctica)-catalyzed enantioselective (E > 200) ring cleavage of the corresponding racemic β-lactams with 1 equiv. of H2O in i-Pr2O at 60°C. The product (R)-β-amino acids (ee ≥ 98%, yields ≥ 42%) and unreacted (S)-β-lactams (ee ≥ 95%, yields ≥ 41%) could be easily separated. The ring opening of enantiomeric β-lactams with 18% HCl afforded the corresponding enantiopure β-amino acid hydrochlorides (ee ≥ 99%).

Electron Impact Induced Fragmentation of Aromatic Alkoxyimines II [5]. Formation and Transformation of Heterocyclic Radical Cations in the Gas Phase

The molecular ion 1 of N-(n-propoxy)benzaldimine I rearranges by an 1,5-H-shift to the δ-distonic ion 2 which subsequently cyclizes to the α-distonic ion 3. Homolytic cleavage of the N-O bond in 3 results in the δ-distonic ion 4 which expels CH2/sub